Ferjančić, Zorana

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orcid::0000-0001-5932-629X
  • Ferjančić, Zorana (36)
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Author's Bibliography

Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir; Bihelović, Filip

(Wiley, 2019)

TY  - JOUR
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
AU  - Bihelović, Filip
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2869
AB  - A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.
PB  - Wiley
T2  - Chemistry - A European Journal
T1  - Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone
VL  - 25
IS  - 17
SP  - 4340
EP  - 4344
DO  - 10.1002/chem.201900497
ER  - 
@article{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir and Bihelović, Filip",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2869",
abstract = "A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.",
publisher = "Wiley",
journal = "Chemistry - A European Journal",
title = "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone",
volume = "25",
number = "17",
pages = "4340-4344",
doi = "10.1002/chem.201900497"
}
Trajković, M., Ferjančić, Z., Saičić, R.,& Bihelović, F. (2019). Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone.
Chemistry - A European Journal
Wiley., 25(17), 4340-4344.
https://doi.org/10.1002/chem.201900497
Trajković M, Ferjančić Z, Saičić R, Bihelović F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal. 2019;25(17):4340-4344
Trajković Milos, Ferjančić Zorana, Saičić Radomir, Bihelović Filip, "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone" Chemistry - A European Journal, 25, no. 17 (2019):4340-4344,
https://doi.org/10.1002/chem.201900497 .
3

Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir; Bihelović, Filip

(Wiley, 2019)

TY  - JOUR
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
AU  - Bihelović, Filip
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2874
AB  - A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.
PB  - Wiley
T2  - Chemistry - A European Journal
T1  - Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone
VL  - 25
IS  - 17
SP  - 4340
EP  - 4344
DO  - 10.1002/chem.201900497
ER  - 
@article{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir and Bihelović, Filip",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2874",
abstract = "A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.",
publisher = "Wiley",
journal = "Chemistry - A European Journal",
title = "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone",
volume = "25",
number = "17",
pages = "4340-4344",
doi = "10.1002/chem.201900497"
}
Trajković, M., Ferjančić, Z., Saičić, R.,& Bihelović, F. (2019). Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone.
Chemistry - A European Journal
Wiley., 25(17), 4340-4344.
https://doi.org/10.1002/chem.201900497
Trajković M, Ferjančić Z, Saičić R, Bihelović F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal. 2019;25(17):4340-4344
Trajković Milos, Ferjančić Zorana, Saičić Radomir, Bihelović Filip, "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone" Chemistry - A European Journal, 25, no. 17 (2019):4340-4344,
https://doi.org/10.1002/chem.201900497 .
3

Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir; Bihelović, Filip

(Wiley, 2019)

TY  - BOOK
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
AU  - Bihelović, Filip
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3842
PB  - Wiley
T2  - Chemistry - A European Journal
T1  - Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497
ER  - 
@book{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir and Bihelović, Filip",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3842",
publisher = "Wiley",
journal = "Chemistry - A European Journal",
title = "Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497"
}
Trajković, M., Ferjančić, Z., Saičić, R.,& Bihelović, F. (2019). Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497.
Chemistry - A European Journal
Wiley..
Trajković M, Ferjančić Z, Saičić R, Bihelović F. Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497. Chemistry - A European Journal. 2019;
Trajković Milos, Ferjančić Zorana, Saičić Radomir, Bihelović Filip, "Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497" Chemistry - A European Journal (2019)

Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A

Bihelović, Filip; Ferjančić, Zorana; Jončev, Zlatko

(Beograd : Srpsko hemijsko društvo, 2019)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Ferjančić, Zorana
AU  - Jončev, Zlatko
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3660
AB  - Two new analogues of alstoscholarisine A, containing a phenyl or butyl substituent at the C-19 position, have been prepared in racemic form from the known skatole derivative. The syntheses of these compounds were accomplished in 13 steps, with a late-stage formation of the C-19 stereocenter. These derivatives are expected to have significantly changed biological activity, compared to alstoscholarisine A – a potent neuroactive natural product.
PB  - Beograd : Srpsko hemijsko društvo
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A
VL  - 84
IS  - 9
SP  - 935
EP  - 941
DO  - 10.2298/JSC190212026B
ER  - 
@article{
author = "Bihelović, Filip and Ferjančić, Zorana and Jončev, Zlatko",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3660",
abstract = "Two new analogues of alstoscholarisine A, containing a phenyl or butyl substituent at the C-19 position, have been prepared in racemic form from the known skatole derivative. The syntheses of these compounds were accomplished in 13 steps, with a late-stage formation of the C-19 stereocenter. These derivatives are expected to have significantly changed biological activity, compared to alstoscholarisine A – a potent neuroactive natural product.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A",
volume = "84",
number = "9",
pages = "935-941",
doi = "10.2298/JSC190212026B"
}
Bihelović, F., Ferjančić, Z.,& Jončev, Z. (2019). Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A.
Journal of the Serbian Chemical Society
Beograd : Srpsko hemijsko društvo., 84(9), 935-941.
https://doi.org/10.2298/JSC190212026B
Bihelović F, Ferjančić Z, Jončev Z. Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A. Journal of the Serbian Chemical Society. 2019;84(9):935-941
Bihelović Filip, Ferjančić Zorana, Jončev Zlatko, "Synthesis of two novel C-19 analogues of (±)-alstoscholarisine A" Journal of the Serbian Chemical Society, 84, no. 9 (2019):935-941,
https://doi.org/10.2298/JSC190212026B .

On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-dioxane-5-one to Acyclic Chiral alpha-Branched Aldehydes

Marjanović-Trajković, Jasna; Milanović, Vesna D.; Ferjančić, Zorana; Saičić, Radomir

(Wiley-V C H Verlag Gmbh, Weinheim, 2017)

TY  - JOUR
AU  - Marjanović-Trajković, Jasna
AU  - Milanović, Vesna D.
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2410
AB  - Reagent stereocontrol in the proline-catalyzed aldol reaction of 2,2-dimethyl-1,3-dioxane-5-one 1 with chiral aldehydes has been investigated. Synthetically useful levels of diastereoselectivity could be achieved in reactions with acyclic chiral alpha-oxy and alpha-amino aldehydes in both matched and mismatched cases. By using this reaction as a key step, two medicinally relevant azasugars, 1-deoxy-galactonojirimycin (9) and 2,5-dideoxy-2,5-imino-d-altritol (10), were efficiently synthesized.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Organic Chemistry
T1  - On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-dioxane-5-one to Acyclic Chiral alpha-Branched Aldehydes
IS  - 41
SP  - 6146
EP  - 6153
DO  - 10.1002/ejoc.201701073
ER  - 
@article{
author = "Marjanović-Trajković, Jasna and Milanović, Vesna D. and Ferjančić, Zorana and Saičić, Radomir",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2410",
abstract = "Reagent stereocontrol in the proline-catalyzed aldol reaction of 2,2-dimethyl-1,3-dioxane-5-one 1 with chiral aldehydes has been investigated. Synthetically useful levels of diastereoselectivity could be achieved in reactions with acyclic chiral alpha-oxy and alpha-amino aldehydes in both matched and mismatched cases. By using this reaction as a key step, two medicinally relevant azasugars, 1-deoxy-galactonojirimycin (9) and 2,5-dideoxy-2,5-imino-d-altritol (10), were efficiently synthesized.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Organic Chemistry",
title = "On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-dioxane-5-one to Acyclic Chiral alpha-Branched Aldehydes",
number = "41",
pages = "6146-6153",
doi = "10.1002/ejoc.201701073"
}
Marjanović-Trajković, J., Milanović, V. D., Ferjančić, Z.,& Saičić, R. (2017). On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-dioxane-5-one to Acyclic Chiral alpha-Branched Aldehydes.
European Journal of Organic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(41), 6146-6153.
https://doi.org/10.1002/ejoc.201701073
Marjanović-Trajković J, Milanović VD, Ferjančić Z, Saičić R. On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-dioxane-5-one to Acyclic Chiral alpha-Branched Aldehydes. European Journal of Organic Chemistry. 2017;(41):6146-6153
Marjanović-Trajković Jasna, Milanović Vesna D., Ferjančić Zorana, Saičić Radomir, "On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-dioxane-5-one to Acyclic Chiral alpha-Branched Aldehydes" European Journal of Organic Chemistry, no. 41 (2017):6146-6153,
https://doi.org/10.1002/ejoc.201701073 .
1
5
4
7

A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF)

Marjanović-Trajković, Jasna; Ferjančić, Zorana; Saičić, Radomir

(Pergamon-Elsevier Science Ltd, Oxford, 2017)

TY  - JOUR
AU  - Marjanović-Trajković, Jasna
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2452
AB  - A catalytic asymmetric synthesis of (+)-aza-galacto-fagomine (AGF) - the most promising compound for the pharmacological chaperone therapy of Krabbe disease was accomplished in six steps, in 14% overall yield. The synthesis hinges on the combination of organocatalyzed aldolization and reductive hydrazination.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF)
VL  - 73
IS  - 18
SP  - 2630
DO  - 10.1016/j.tet.2017.03.052
ER  - 
@article{
author = "Marjanović-Trajković, Jasna and Ferjančić, Zorana and Saičić, Radomir",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2452",
abstract = "A catalytic asymmetric synthesis of (+)-aza-galacto-fagomine (AGF) - the most promising compound for the pharmacological chaperone therapy of Krabbe disease was accomplished in six steps, in 14% overall yield. The synthesis hinges on the combination of organocatalyzed aldolization and reductive hydrazination.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF)",
volume = "73",
number = "18",
pages = "2630",
doi = "10.1016/j.tet.2017.03.052"
}
Marjanović-Trajković, J., Ferjančić, Z.,& Saičić, R. (2017). A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF).
Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 73(18), 2630.
https://doi.org/10.1016/j.tet.2017.03.052
Marjanović-Trajković J, Ferjančić Z, Saičić R. A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF). Tetrahedron. 2017;73(18):2630
Marjanović-Trajković Jasna, Ferjančić Zorana, Saičić Radomir, "A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF)" Tetrahedron, 73, no. 18 (2017):2630,
https://doi.org/10.1016/j.tet.2017.03.052 .
1
1
3

A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF)

Marjanović-Trajković, Jasna; Ferjančić, Zorana; Saičić, Radomir

(Pergamon-Elsevier Science Ltd, Oxford, 2017)

TY  - JOUR
AU  - Marjanović-Trajković, Jasna
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3025
AB  - A catalytic asymmetric synthesis of (+)-aza-galacto-fagomine (AGF) - the most promising compound for the pharmacological chaperone therapy of Krabbe disease was accomplished in six steps, in 14% overall yield. The synthesis hinges on the combination of organocatalyzed aldolization and reductive hydrazination.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF)
VL  - 73
IS  - 18
SP  - 2630
DO  - 10.1016/j.tet.2017.03.052
ER  - 
@article{
author = "Marjanović-Trajković, Jasna and Ferjančić, Zorana and Saičić, Radomir",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3025",
abstract = "A catalytic asymmetric synthesis of (+)-aza-galacto-fagomine (AGF) - the most promising compound for the pharmacological chaperone therapy of Krabbe disease was accomplished in six steps, in 14% overall yield. The synthesis hinges on the combination of organocatalyzed aldolization and reductive hydrazination.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF)",
volume = "73",
number = "18",
pages = "2630",
doi = "10.1016/j.tet.2017.03.052"
}
Marjanović-Trajković, J., Ferjančić, Z.,& Saičić, R. (2017). A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF).
Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 73(18), 2630.
https://doi.org/10.1016/j.tet.2017.03.052
Marjanović-Trajković J, Ferjančić Z, Saičić R. A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF). Tetrahedron. 2017;73(18):2630
Marjanović-Trajković Jasna, Ferjančić Zorana, Saičić Radomir, "A short stereoselective synthesis of (+)-aza-galacto-fagomine (AGF)" Tetrahedron, 73, no. 18 (2017):2630,
https://doi.org/10.1016/j.tet.2017.03.052 .
1
1
3

Supplementary data for article: Marjanović-Trajković, J.; Ferjančić, Z.; Saičić, R. A Short Stereoselective Synthesis of (+)-Aza-Galacto-Fagomine (AGF). Tetrahedron 2017, 73 (18), 2630. https://doi.org/10.1016/j.tet.2017.03.052

Marjanović-Trajković, Jasna; Ferjančić, Zorana; Saičić, Radomir

(Pergamon-Elsevier Science Ltd, Oxford, 2017)

TY  - BOOK
AU  - Marjanović-Trajković, Jasna
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3026
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Supplementary data for article: Marjanović-Trajković, J.; Ferjančić, Z.; Saičić, R. A Short Stereoselective Synthesis of (+)-Aza-Galacto-Fagomine (AGF). Tetrahedron 2017, 73 (18), 2630. https://doi.org/10.1016/j.tet.2017.03.052
ER  - 
@book{
author = "Marjanović-Trajković, Jasna and Ferjančić, Zorana and Saičić, Radomir",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3026",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Supplementary data for article: Marjanović-Trajković, J.; Ferjančić, Z.; Saičić, R. A Short Stereoselective Synthesis of (+)-Aza-Galacto-Fagomine (AGF). Tetrahedron 2017, 73 (18), 2630. https://doi.org/10.1016/j.tet.2017.03.052"
}
Marjanović-Trajković, J., Ferjančić, Z.,& Saičić, R. (2017). Supplementary data for article: Marjanović-Trajković, J.; Ferjančić, Z.; Saičić, R. A Short Stereoselective Synthesis of (+)-Aza-Galacto-Fagomine (AGF). Tetrahedron 2017, 73 (18), 2630. https://doi.org/10.1016/j.tet.2017.03.052.
Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford..
Marjanović-Trajković J, Ferjančić Z, Saičić R. Supplementary data for article: Marjanović-Trajković, J.; Ferjančić, Z.; Saičić, R. A Short Stereoselective Synthesis of (+)-Aza-Galacto-Fagomine (AGF). Tetrahedron 2017, 73 (18), 2630. https://doi.org/10.1016/j.tet.2017.03.052. Tetrahedron. 2017;
Marjanović-Trajković Jasna, Ferjančić Zorana, Saičić Radomir, "Supplementary data for article: Marjanović-Trajković, J.; Ferjančić, Z.; Saičić, R. A Short Stereoselective Synthesis of (+)-Aza-Galacto-Fagomine (AGF). Tetrahedron 2017, 73 (18), 2630. https://doi.org/10.1016/j.tet.2017.03.052" Tetrahedron (2017)

Supplementary data for the article: Marjanovic Trajkovic, J.; Milanovic, V.; Ferjancic, Z.; Saicic, R. N. On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-Dioxane-5-One to Acyclic Chiral α-Branched Aldehydes. European Journal of Organic Chemistry 2017, 2017 (41), 6146–6153. https://doi.org/10.1002/ejoc.201701073

Marjanović-Trajković, Jasna; Milanović, Vesna D.; Ferjančić, Zorana; Saičić, Radomir

(Wiley-V C H Verlag Gmbh, Weinheim, 2017)

TY  - BOOK
AU  - Marjanović-Trajković, Jasna
AU  - Milanović, Vesna D.
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3229
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Organic Chemistry
T1  - Supplementary data for the article: Marjanovic Trajkovic, J.; Milanovic, V.; Ferjancic, Z.; Saicic, R. N. On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-Dioxane-5-One to Acyclic Chiral α-Branched Aldehydes. European Journal of Organic Chemistry 2017, 2017 (41), 6146–6153. https://doi.org/10.1002/ejoc.201701073
ER  - 
@book{
author = "Marjanović-Trajković, Jasna and Milanović, Vesna D. and Ferjančić, Zorana and Saičić, Radomir",
year = "2017",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3229",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Organic Chemistry",
title = "Supplementary data for the article: Marjanovic Trajkovic, J.; Milanovic, V.; Ferjancic, Z.; Saicic, R. N. On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-Dioxane-5-One to Acyclic Chiral α-Branched Aldehydes. European Journal of Organic Chemistry 2017, 2017 (41), 6146–6153. https://doi.org/10.1002/ejoc.201701073"
}
Marjanović-Trajković, J., Milanović, V. D., Ferjančić, Z.,& Saičić, R. (2017). Supplementary data for the article: Marjanovic Trajkovic, J.; Milanovic, V.; Ferjancic, Z.; Saicic, R. N. On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-Dioxane-5-One to Acyclic Chiral α-Branched Aldehydes. European Journal of Organic Chemistry 2017, 2017 (41), 6146–6153. https://doi.org/10.1002/ejoc.201701073.
European Journal of Organic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim..
Marjanović-Trajković J, Milanović VD, Ferjančić Z, Saičić R. Supplementary data for the article: Marjanovic Trajkovic, J.; Milanovic, V.; Ferjancic, Z.; Saicic, R. N. On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-Dioxane-5-One to Acyclic Chiral α-Branched Aldehydes. European Journal of Organic Chemistry 2017, 2017 (41), 6146–6153. https://doi.org/10.1002/ejoc.201701073. European Journal of Organic Chemistry. 2017;
Marjanović-Trajković Jasna, Milanović Vesna D., Ferjančić Zorana, Saičić Radomir, "Supplementary data for the article: Marjanovic Trajkovic, J.; Milanovic, V.; Ferjancic, Z.; Saicic, R. N. On the Asymmetric Induction in Proline-Catalyzed Aldol Reactions: Reagent-Controlled Addition Reactions of 2,2-Dimethyl-1,3-Dioxane-5-One to Acyclic Chiral α-Branched Aldehydes. European Journal of Organic Chemistry 2017, 2017 (41), 6146–6153. https://doi.org/10.1002/ejoc.201701073" European Journal of Organic Chemistry (2017)

Total Synthesis of (+/-)-Alstoscholarisine A

Bihelović, Filip; Ferjančić, Zorana

(Georg Thieme Verlag Kg, Stuttgart, 2016)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Ferjančić, Zorana
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1927
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synlett
T1  - Total Synthesis of (+/-)-Alstoscholarisine A
VL  - 27
IS  - 8
ER  - 
@article{
author = "Bihelović, Filip and Ferjančić, Zorana",
year = "2016",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1927",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synlett",
title = "Total Synthesis of (+/-)-Alstoscholarisine A",
volume = "27",
number = "8"
}
Bihelović, F.,& Ferjančić, Z. (2016). Total Synthesis of (+/-)-Alstoscholarisine A.
Synlett
Georg Thieme Verlag Kg, Stuttgart., 27(8).
Bihelović F, Ferjančić Z. Total Synthesis of (+/-)-Alstoscholarisine A. Synlett. 2016;27(8)
Bihelović Filip, Ferjančić Zorana, "Total Synthesis of (+/-)-Alstoscholarisine A" Synlett, 27, no. 8 (2016)

Total Synthesis of (+/-)-Alstoscholarisine A

Bihelović, Filip; Ferjančić, Zorana

(Wiley-V C H Verlag Gmbh, Weinheim, 2016)

TY  - JOUR
AU  - Bihelović, Filip
AU  - Ferjančić, Zorana
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2048
AB  - The first total synthesis of the neuroactive indole alkaloid (+/-)-alstoscholarisine A is reported. The key step of the concise synthesis is an efficient domino sequence that was used to assemble the 2,8-diazabicyclo[3.3.1]nonane core through the formation of two C-N bonds and one C-C bond in a single step.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Angewandte Chemie (International Edition)
T1  - Total Synthesis of (+/-)-Alstoscholarisine A
VL  - 55
IS  - 7
SP  - 2569
EP  - 2572
DO  - 10.1002/anie.201510777
ER  - 
@article{
author = "Bihelović, Filip and Ferjančić, Zorana",
year = "2016",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2048",
abstract = "The first total synthesis of the neuroactive indole alkaloid (+/-)-alstoscholarisine A is reported. The key step of the concise synthesis is an efficient domino sequence that was used to assemble the 2,8-diazabicyclo[3.3.1]nonane core through the formation of two C-N bonds and one C-C bond in a single step.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Angewandte Chemie (International Edition)",
title = "Total Synthesis of (+/-)-Alstoscholarisine A",
volume = "55",
number = "7",
pages = "2569-2572",
doi = "10.1002/anie.201510777"
}
Bihelović, F.,& Ferjančić, Z. (2016). Total Synthesis of (+/-)-Alstoscholarisine A.
Angewandte Chemie (International Edition)
Wiley-V C H Verlag Gmbh, Weinheim., 55(7), 2569-2572.
https://doi.org/10.1002/anie.201510777
Bihelović F, Ferjančić Z. Total Synthesis of (+/-)-Alstoscholarisine A. Angewandte Chemie (International Edition). 2016;55(7):2569-2572
Bihelović Filip, Ferjančić Zorana, "Total Synthesis of (+/-)-Alstoscholarisine A" Angewandte Chemie (International Edition), 55, no. 7 (2016):2569-2572,
https://doi.org/10.1002/anie.201510777 .
13
14
10
15

Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777

Bihelović, Filip; Ferjančić, Zorana

(Wiley-V C H Verlag Gmbh, Weinheim, 2016)

TY  - BOOK
AU  - Bihelović, Filip
AU  - Ferjančić, Zorana
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3655
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Angewandte Chemie (International Edition)
T1  - Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777
ER  - 
@book{
author = "Bihelović, Filip and Ferjančić, Zorana",
year = "2016",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3655",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Angewandte Chemie (International Edition)",
title = "Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777"
}
Bihelović, F.,& Ferjančić, Z. (2016). Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777.
Angewandte Chemie (International Edition)
Wiley-V C H Verlag Gmbh, Weinheim..
Bihelović F, Ferjančić Z. Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777. Angewandte Chemie (International Edition). 2016;
Bihelović Filip, Ferjančić Zorana, "Supplementary data for the article: Bihelovic, F.; Ferjancic, Z. Total Synthesis of (±)-Alstoscholarisine A. Angewandte Chemie - International Edition 2016, 55 (7), 2569–2572. https://doi.org/10.1002/anie.201510777" Angewandte Chemie (International Edition) (2016)

Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids

Marjanović-Trajković, Jasna; Ferjančić, Zorana; Saičić, Radomir

(Pergamon-Elsevier Science Ltd, Oxford, 2015)

TY  - JOUR
AU  - Marjanović-Trajković, Jasna
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2015
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3389
AB  - The enantioselective synthesis of 4-epi-fagomine was accomplished starting from dioxanone and Cbz-protected benyzlamine, in 4 steps, with 18% overall yield. The key feature of this synthetic approach is the tactical combination of reactions: organocatalyzed aldolization/reductive amination, which allows for a quick formation of heterocyclic rings with defined absolute configuration of all stereogenic centers. Two hydroxypipecolic acids and a reduced fagomine analogue were also synthesized.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids
VL  - 71
IS  - 38
SP  - 6784
EP  - 6789
DO  - 10.1016/j.tet.2015.07.036
ER  - 
@article{
author = "Marjanović-Trajković, Jasna and Ferjančić, Zorana and Saičić, Radomir",
year = "2015",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3389",
abstract = "The enantioselective synthesis of 4-epi-fagomine was accomplished starting from dioxanone and Cbz-protected benyzlamine, in 4 steps, with 18% overall yield. The key feature of this synthetic approach is the tactical combination of reactions: organocatalyzed aldolization/reductive amination, which allows for a quick formation of heterocyclic rings with defined absolute configuration of all stereogenic centers. Two hydroxypipecolic acids and a reduced fagomine analogue were also synthesized.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids",
volume = "71",
number = "38",
pages = "6784-6789",
doi = "10.1016/j.tet.2015.07.036"
}
Marjanović-Trajković, J., Ferjančić, Z.,& Saičić, R. (2015). Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids.
Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 71(38), 6784-6789.
https://doi.org/10.1016/j.tet.2015.07.036
Marjanović-Trajković J, Ferjančić Z, Saičić R. Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids. Tetrahedron. 2015;71(38):6784-6789
Marjanović-Trajković Jasna, Ferjančić Zorana, Saičić Radomir, "Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids" Tetrahedron, 71, no. 38 (2015):6784-6789,
https://doi.org/10.1016/j.tet.2015.07.036 .
1
5
6
7

Supplementary data for article: Marjanovic, J.; Ferjancic, Z.; Saicic, R. N. Organocatalyzed Synthesis of (-)-4-Epi-Fagomine and the Corresponding Pipecolic Acids. Tetrahedron 2015, 71 (38), 6784–6789. https://doi.org/10.1016/j.tet.2015.07.036

Marjanović-Trajković, Jasna; Ferjančić, Zorana; Saičić, Radomir

(Pergamon-Elsevier Science Ltd, Oxford, 2015)

TY  - BOOK
AU  - Marjanović-Trajković, Jasna
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2015
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3390
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Supplementary data for article: Marjanovic, J.; Ferjancic, Z.; Saicic, R. N. Organocatalyzed Synthesis of (-)-4-Epi-Fagomine and the Corresponding Pipecolic Acids. Tetrahedron 2015, 71 (38), 6784–6789. https://doi.org/10.1016/j.tet.2015.07.036
ER  - 
@book{
author = "Marjanović-Trajković, Jasna and Ferjančić, Zorana and Saičić, Radomir",
year = "2015",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3390",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Supplementary data for article: Marjanovic, J.; Ferjancic, Z.; Saicic, R. N. Organocatalyzed Synthesis of (-)-4-Epi-Fagomine and the Corresponding Pipecolic Acids. Tetrahedron 2015, 71 (38), 6784–6789. https://doi.org/10.1016/j.tet.2015.07.036"
}
Marjanović-Trajković, J., Ferjančić, Z.,& Saičić, R. (2015). Supplementary data for article: Marjanovic, J.; Ferjancic, Z.; Saicic, R. N. Organocatalyzed Synthesis of (-)-4-Epi-Fagomine and the Corresponding Pipecolic Acids. Tetrahedron 2015, 71 (38), 6784–6789. https://doi.org/10.1016/j.tet.2015.07.036.
Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford..
Marjanović-Trajković J, Ferjančić Z, Saičić R. Supplementary data for article: Marjanovic, J.; Ferjancic, Z.; Saicic, R. N. Organocatalyzed Synthesis of (-)-4-Epi-Fagomine and the Corresponding Pipecolic Acids. Tetrahedron 2015, 71 (38), 6784–6789. https://doi.org/10.1016/j.tet.2015.07.036. Tetrahedron. 2015;
Marjanović-Trajković Jasna, Ferjančić Zorana, Saičić Radomir, "Supplementary data for article: Marjanovic, J.; Ferjancic, Z.; Saicic, R. N. Organocatalyzed Synthesis of (-)-4-Epi-Fagomine and the Corresponding Pipecolic Acids. Tetrahedron 2015, 71 (38), 6784–6789. https://doi.org/10.1016/j.tet.2015.07.036" Tetrahedron (2015)

Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids

Marjanović-Trajković, Jasna; Ferjančić, Zorana; Saičić, Radomir

(Pergamon-Elsevier Science Ltd, Oxford, 2015)

TY  - JOUR
AU  - Marjanović-Trajković, Jasna
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2015
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1951
AB  - The enantioselective synthesis of 4-epi-fagomine was accomplished starting from dioxanone and Cbz-protected benyzlamine, in 4 steps, with 18% overall yield. The key feature of this synthetic approach is the tactical combination of reactions: organocatalyzed aldolization/reductive amination, which allows for a quick formation of heterocyclic rings with defined absolute configuration of all stereogenic centers. Two hydroxypipecolic acids and a reduced fagomine analogue were also synthesized.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids
VL  - 71
IS  - 38
SP  - 6784
EP  - 6789
DO  - 10.1016/j.tet.2015.07.036
ER  - 
@article{
author = "Marjanović-Trajković, Jasna and Ferjančić, Zorana and Saičić, Radomir",
year = "2015",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1951",
abstract = "The enantioselective synthesis of 4-epi-fagomine was accomplished starting from dioxanone and Cbz-protected benyzlamine, in 4 steps, with 18% overall yield. The key feature of this synthetic approach is the tactical combination of reactions: organocatalyzed aldolization/reductive amination, which allows for a quick formation of heterocyclic rings with defined absolute configuration of all stereogenic centers. Two hydroxypipecolic acids and a reduced fagomine analogue were also synthesized.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids",
volume = "71",
number = "38",
pages = "6784-6789",
doi = "10.1016/j.tet.2015.07.036"
}
Marjanović-Trajković, J., Ferjančić, Z.,& Saičić, R. (2015). Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids.
Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 71(38), 6784-6789.
https://doi.org/10.1016/j.tet.2015.07.036
Marjanović-Trajković J, Ferjančić Z, Saičić R. Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids. Tetrahedron. 2015;71(38):6784-6789
Marjanović-Trajković Jasna, Ferjančić Zorana, Saičić Radomir, "Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids" Tetrahedron, 71, no. 38 (2015):6784-6789,
https://doi.org/10.1016/j.tet.2015.07.036 .
1
5
6
7

Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides

Ferjančić, Zorana; Matović, Radomir; Bihelović, Filip

(Serbian Chemical Soc, Belgrade, 2014)

TY  - JOUR
AU  - Ferjančić, Zorana
AU  - Matović, Radomir
AU  - Bihelović, Filip
PY  - 2014
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1799
AB  - Intermolecular Nozaki-Hiyama-Kishi coupling between alkenylchromium(III) reagents, derived from either (E)-(2-bromoethenyl)benzene or (E)-1-iodo-1-pentadecene, and the conformationally rigid Garner's aldehyde resulted in the stereoselective formation of Felkin-type allylic alcohols in good yields, thus providing an easy access to sphingosines. In addition, when the protecting group in the Garner's aldehyde was changed (from Boc to N-octanoyl), a reversal of stereoselectivity was observed in the reaction with (E)-1-pentadecenylchromium(III), probably as the result of hydrophobic interactions between the long carbon chains of the reaction partners.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides
VL  - 79
IS  - 6
SP  - 627
EP  - 636
DO  - 10.2298/JSC130611067F
ER  - 
@article{
author = "Ferjančić, Zorana and Matović, Radomir and Bihelović, Filip",
year = "2014",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1799",
abstract = "Intermolecular Nozaki-Hiyama-Kishi coupling between alkenylchromium(III) reagents, derived from either (E)-(2-bromoethenyl)benzene or (E)-1-iodo-1-pentadecene, and the conformationally rigid Garner's aldehyde resulted in the stereoselective formation of Felkin-type allylic alcohols in good yields, thus providing an easy access to sphingosines. In addition, when the protecting group in the Garner's aldehyde was changed (from Boc to N-octanoyl), a reversal of stereoselectivity was observed in the reaction with (E)-1-pentadecenylchromium(III), probably as the result of hydrophobic interactions between the long carbon chains of the reaction partners.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides",
volume = "79",
number = "6",
pages = "627-636",
doi = "10.2298/JSC130611067F"
}
Ferjančić, Z., Matović, R.,& Bihelović, F. (2014). Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides.
Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 79(6), 627-636.
https://doi.org/10.2298/JSC130611067F
Ferjančić Z, Matović R, Bihelović F. Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides. Journal of the Serbian Chemical Society. 2014;79(6):627-636
Ferjančić Zorana, Matović Radomir, Bihelović Filip, "Diastereoselective addition of alkenylchromium(III) reagents to Garner's aldehyde. The Nozaki-Hiyama-Kishi coupling approach to sphingosines and ceramides" Journal of the Serbian Chemical Society, 79, no. 6 (2014):627-636,
https://doi.org/10.2298/JSC130611067F .
1
2
2

Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine

Trajković, Milos; Balanac, Vesna; Ferjančić, Zorana; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2014)

TY  - JOUR
AU  - Trajković, Milos
AU  - Balanac, Vesna
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2014
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1876
AB  - Enantioselective synthesis of (+)-swainsonine was achieved in 9 steps, with 24% overall yield. The key feature of the synthesis is the tactical combination of reactions: organocatalyzed aldolization/reductive amination, which allows for a rapid construction of highly functionalized heterocyclic systems. In a similar way (+)-8-epi-swainsonine was synthesized (7 steps, 28%).
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine
VL  - 4
IS  - 96
SP  - 53722
EP  - 53724
DO  - 10.1039/c4ra11978a
ER  - 
@article{
author = "Trajković, Milos and Balanac, Vesna and Ferjančić, Zorana and Saičić, Radomir",
year = "2014",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1876",
abstract = "Enantioselective synthesis of (+)-swainsonine was achieved in 9 steps, with 24% overall yield. The key feature of the synthesis is the tactical combination of reactions: organocatalyzed aldolization/reductive amination, which allows for a rapid construction of highly functionalized heterocyclic systems. In a similar way (+)-8-epi-swainsonine was synthesized (7 steps, 28%).",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine",
volume = "4",
number = "96",
pages = "53722-53724",
doi = "10.1039/c4ra11978a"
}
Trajković, M., Balanac, V., Ferjančić, Z.,& Saičić, R. (2014). Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine.
RSC Advances
Royal Soc Chemistry, Cambridge., 4(96), 53722-53724.
https://doi.org/10.1039/c4ra11978a
Trajković M, Balanac V, Ferjančić Z, Saičić R. Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine. RSC Advances. 2014;4(96):53722-53724
Trajković Milos, Balanac Vesna, Ferjančić Zorana, Saičić Radomir, "Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine" RSC Advances, 4, no. 96 (2014):53722-53724,
https://doi.org/10.1039/c4ra11978a .
10
8
10

Supplementary data for article: Marjanović-Trajković, J.; Divjakovic, V.; Matovic, R.; Ferjančić, Z.; Saičić, R. Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-Epi-Hyacinthacine A(2) and (-)-3-Epi-Hyacinthacine A(1). European Journal of Organic Chemistry 2013, 2013 (25), 5555–5560. https://doi.org/10.1002/ejoc.201300716

Marjanović-Trajković, Jasna; Divjaković, Vladimir; Matović, Radomir; Ferjančić, Zorana; Saičić, Radomir

(Wiley-V C H Verlag Gmbh, Weinheim, 2013)

TY  - BOOK
AU  - Marjanović-Trajković, Jasna
AU  - Divjaković, Vladimir
AU  - Matović, Radomir
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3489
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Organic Chemistry
T1  - Supplementary data for article: Marjanović-Trajković, J.; Divjakovic, V.; Matovic, R.; Ferjančić, Z.; Saičić, R. Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-Epi-Hyacinthacine A(2) and (-)-3-Epi-Hyacinthacine A(1). European Journal of Organic Chemistry 2013, 2013 (25), 5555–5560. https://doi.org/10.1002/ejoc.201300716
ER  - 
@book{
author = "Marjanović-Trajković, Jasna and Divjaković, Vladimir and Matović, Radomir and Ferjančić, Zorana and Saičić, Radomir",
year = "2013",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3489",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Organic Chemistry",
title = "Supplementary data for article: Marjanović-Trajković, J.; Divjakovic, V.; Matovic, R.; Ferjančić, Z.; Saičić, R. Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-Epi-Hyacinthacine A(2) and (-)-3-Epi-Hyacinthacine A(1). European Journal of Organic Chemistry 2013, 2013 (25), 5555–5560. https://doi.org/10.1002/ejoc.201300716"
}
Marjanović-Trajković, J., Divjaković, V., Matović, R., Ferjančić, Z.,& Saičić, R. (2013). Supplementary data for article: Marjanović-Trajković, J.; Divjakovic, V.; Matovic, R.; Ferjančić, Z.; Saičić, R. Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-Epi-Hyacinthacine A(2) and (-)-3-Epi-Hyacinthacine A(1). European Journal of Organic Chemistry 2013, 2013 (25), 5555–5560. https://doi.org/10.1002/ejoc.201300716.
European Journal of Organic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim..
Marjanović-Trajković J, Divjaković V, Matović R, Ferjančić Z, Saičić R. Supplementary data for article: Marjanović-Trajković, J.; Divjakovic, V.; Matovic, R.; Ferjančić, Z.; Saičić, R. Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-Epi-Hyacinthacine A(2) and (-)-3-Epi-Hyacinthacine A(1). European Journal of Organic Chemistry 2013, 2013 (25), 5555–5560. https://doi.org/10.1002/ejoc.201300716. European Journal of Organic Chemistry. 2013;
Marjanović-Trajković Jasna, Divjaković Vladimir, Matović Radomir, Ferjančić Zorana, Saičić Radomir, "Supplementary data for article: Marjanović-Trajković, J.; Divjakovic, V.; Matovic, R.; Ferjančić, Z.; Saičić, R. Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-Epi-Hyacinthacine A(2) and (-)-3-Epi-Hyacinthacine A(1). European Journal of Organic Chemistry 2013, 2013 (25), 5555–5560. https://doi.org/10.1002/ejoc.201300716" European Journal of Organic Chemistry (2013)

Supplementary data for article: Trajković, M.; Ferjančić, Z.; Saičić, R. Formal Synthesis of (-)-Oseltamivir Phosphate. Synthesis, Stuttgart 2013, 45 (3), 389–395. https://doi.org/10.1055/s-0032-1317948

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir

(Georg Thieme Verlag Kg, Stuttgart, 2013)

TY  - BOOK
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3495
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synthesis, Stuttgart
T1  - Supplementary data for article: Trajković, M.; Ferjančić, Z.; Saičić, R. Formal Synthesis of (-)-Oseltamivir Phosphate. Synthesis, Stuttgart 2013, 45 (3), 389–395. https://doi.org/10.1055/s-0032-1317948
ER  - 
@book{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir",
year = "2013",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3495",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synthesis, Stuttgart",
title = "Supplementary data for article: Trajković, M.; Ferjančić, Z.; Saičić, R. Formal Synthesis of (-)-Oseltamivir Phosphate. Synthesis, Stuttgart 2013, 45 (3), 389–395. https://doi.org/10.1055/s-0032-1317948"
}
Trajković, M., Ferjančić, Z.,& Saičić, R. (2013). Supplementary data for article: Trajković, M.; Ferjančić, Z.; Saičić, R. Formal Synthesis of (-)-Oseltamivir Phosphate. Synthesis, Stuttgart 2013, 45 (3), 389–395. https://doi.org/10.1055/s-0032-1317948.
Synthesis, Stuttgart
Georg Thieme Verlag Kg, Stuttgart..
Trajković M, Ferjančić Z, Saičić R. Supplementary data for article: Trajković, M.; Ferjančić, Z.; Saičić, R. Formal Synthesis of (-)-Oseltamivir Phosphate. Synthesis, Stuttgart 2013, 45 (3), 389–395. https://doi.org/10.1055/s-0032-1317948. Synthesis, Stuttgart. 2013;
Trajković Milos, Ferjančić Zorana, Saičić Radomir, "Supplementary data for article: Trajković, M.; Ferjančić, Z.; Saičić, R. Formal Synthesis of (-)-Oseltamivir Phosphate. Synthesis, Stuttgart 2013, 45 (3), 389–395. https://doi.org/10.1055/s-0032-1317948" Synthesis, Stuttgart (2013)

Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-epi-Hyacinthacine A(2) and (-)-3-epi-Hyacinthacine A(1)

Marjanović-Trajković, Jasna; Divjaković, Vladimir; Matović, Radomir; Ferjančić, Zorana; Saičić, Radomir

(Wiley-V C H Verlag Gmbh, Weinheim, 2013)

TY  - JOUR
AU  - Marjanović-Trajković, Jasna
AU  - Divjaković, Vladimir
AU  - Matović, Radomir
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1389
AB  - The stereodivergent synthesis of two hyacinthacine analogues, which relies on an organocatalyzed aldol addition, is described. The aldol addition of dioxanone to an -N-carbobenzyloxy-substituted chiral aldehyde, promoted by both (R)- and (S)-proline, proceeds in reasonable yields with acceptable diastereomeric ratios. The success of the reaction may be due to the use of an acyclic aldehyde acceptor, which allows reagent control of the stereochemical outcome of the key aldolization step in both the matched and mismatched cases.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Organic Chemistry
T1  - Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-epi-Hyacinthacine A(2) and (-)-3-epi-Hyacinthacine A(1)
VL  - 2013
IS  - 25
SP  - 5555
EP  - 5560
DO  - 10.1002/ejoc.201300716
ER  - 
@article{
author = "Marjanović-Trajković, Jasna and Divjaković, Vladimir and Matović, Radomir and Ferjančić, Zorana and Saičić, Radomir",
year = "2013",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1389",
abstract = "The stereodivergent synthesis of two hyacinthacine analogues, which relies on an organocatalyzed aldol addition, is described. The aldol addition of dioxanone to an -N-carbobenzyloxy-substituted chiral aldehyde, promoted by both (R)- and (S)-proline, proceeds in reasonable yields with acceptable diastereomeric ratios. The success of the reaction may be due to the use of an acyclic aldehyde acceptor, which allows reagent control of the stereochemical outcome of the key aldolization step in both the matched and mismatched cases.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Organic Chemistry",
title = "Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-epi-Hyacinthacine A(2) and (-)-3-epi-Hyacinthacine A(1)",
volume = "2013",
number = "25",
pages = "5555-5560",
doi = "10.1002/ejoc.201300716"
}
Marjanović-Trajković, J., Divjaković, V., Matović, R., Ferjančić, Z.,& Saičić, R. (2013). Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-epi-Hyacinthacine A(2) and (-)-3-epi-Hyacinthacine A(1).
European Journal of Organic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim., 2013(25), 5555-5560.
https://doi.org/10.1002/ejoc.201300716
Marjanović-Trajković J, Divjaković V, Matović R, Ferjančić Z, Saičić R. Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-epi-Hyacinthacine A(2) and (-)-3-epi-Hyacinthacine A(1). European Journal of Organic Chemistry. 2013;2013(25):5555-5560
Marjanović-Trajković Jasna, Divjaković Vladimir, Matović Radomir, Ferjančić Zorana, Saičić Radomir, "Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-epi-Hyacinthacine A(2) and (-)-3-epi-Hyacinthacine A(1)" European Journal of Organic Chemistry, 2013, no. 25 (2013):5555-5560,
https://doi.org/10.1002/ejoc.201300716 .
1
14
17
19

Formal Synthesis of (-)-Oseltamivir Phosphate

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir

(Georg Thieme Verlag Kg, Stuttgart, 2013)

TY  - JOUR
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1596
AB  - The formal synthesis of (-)-oseltamivir phosphate (Tamiflu (TM)) was accomplished starting from (S)-pyroglutamic acid. The synthesis comprised two carbon-carbon bond forming reactions, the first one being a diastereoselective, indium-mediated allylation of a pyroglutamic aldehyde derivative. However, attempts to effect the second carbon-carbon bond formation - cyclohexene ring closure - using an enol-exo aldolization of a dialdehyde resulted in the formation of a product with the opposite regioselectivity. This shortcoming could be overcome by using a reaction sequence of Mannich methylenation/ring-closing metathesis, which provided the desired regioisomer in high yield.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synthesis, Stuttgart
T1  - Formal Synthesis of (-)-Oseltamivir Phosphate
VL  - 45
IS  - 3
SP  - 389
EP  - 395
DO  - 10.1055/s-0032-1317948
ER  - 
@article{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir",
year = "2013",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1596",
abstract = "The formal synthesis of (-)-oseltamivir phosphate (Tamiflu (TM)) was accomplished starting from (S)-pyroglutamic acid. The synthesis comprised two carbon-carbon bond forming reactions, the first one being a diastereoselective, indium-mediated allylation of a pyroglutamic aldehyde derivative. However, attempts to effect the second carbon-carbon bond formation - cyclohexene ring closure - using an enol-exo aldolization of a dialdehyde resulted in the formation of a product with the opposite regioselectivity. This shortcoming could be overcome by using a reaction sequence of Mannich methylenation/ring-closing metathesis, which provided the desired regioisomer in high yield.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synthesis, Stuttgart",
title = "Formal Synthesis of (-)-Oseltamivir Phosphate",
volume = "45",
number = "3",
pages = "389-395",
doi = "10.1055/s-0032-1317948"
}
Trajković, M., Ferjančić, Z.,& Saičić, R. (2013). Formal Synthesis of (-)-Oseltamivir Phosphate.
Synthesis, Stuttgart
Georg Thieme Verlag Kg, Stuttgart., 45(3), 389-395.
https://doi.org/10.1055/s-0032-1317948
Trajković M, Ferjančić Z, Saičić R. Formal Synthesis of (-)-Oseltamivir Phosphate. Synthesis, Stuttgart. 2013;45(3):389-395
Trajković Milos, Ferjančić Zorana, Saičić Radomir, "Formal Synthesis of (-)-Oseltamivir Phosphate" Synthesis, Stuttgart, 45, no. 3 (2013):389-395,
https://doi.org/10.1055/s-0032-1317948 .
7
9
9

Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f

Trmčić, Milena; Matović, Radomir; Tovilović, Gordana; Ristić, Biljana Z.; Trajković, Vladimir S.; Ferjančić, Zorana; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2012)

TY  - BOOK
AU  - Trmčić, Milena
AU  - Matović, Radomir
AU  - Tovilović, Gordana
AU  - Ristić, Biljana Z.
AU  - Trajković, Vladimir S.
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2012
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3673
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic and Biomolecular Chemistry
T1  - Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f
ER  - 
@book{
author = "Trmčić, Milena and Matović, Radomir and Tovilović, Gordana and Ristić, Biljana Z. and Trajković, Vladimir S. and Ferjančić, Zorana and Saičić, Radomir",
year = "2012",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3673",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic and Biomolecular Chemistry",
title = "Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f"
}
Trmčić, M., Matović, R., Tovilović, G., Ristić, B. Z., Trajković, V. S., Ferjančić, Z.,& Saičić, R. (2012). Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f.
Organic and Biomolecular Chemistry
Royal Soc Chemistry, Cambridge..
Trmčić M, Matović R, Tovilović G, Ristić BZ, Trajković VS, Ferjančić Z, Saičić R. Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f. Organic and Biomolecular Chemistry. 2012;
Trmčić Milena, Matović Radomir, Tovilović Gordana, Ristić Biljana Z., Trajković Vladimir S., Ferjančić Zorana, Saičić Radomir, "Supplementary data for article:Trmčić, M.; Matović, R. V.; Tovilović, G.; Ristic, B. Z.; Trajković, V. S.; Ferjančić, Z.; Saičić, R. A Novel C,D-Spirolactone Analogue of Paclitaxel: Autophagy Instead of Apoptosis as a Previously Unknown Mechanism of Cytotoxic Action for Taxoids. Organic and Biomolecular Chemistry 2012, 10 (25), 4933–4942. https://doi.org/10.1039/c2ob25514f" Organic and Biomolecular Chemistry (2012)

Synthetic studies towards D-modified paclitaxel analogues

Ferjančić, Zorana; Matović, Radomir; Saičić, Radomir

(Serbian Chemical Soc, Belgrade, 2012)

TY  - JOUR
AU  - Ferjančić, Zorana
AU  - Matović, Radomir
AU  - Saičić, Radomir
PY  - 2012
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1568
AB  - A synthetic sequence has been developed for the preparation of 9,10-di-O-diacetyl-4-desmethylene-4 beta-(3-butenyl)-4 alpha-hydroxy-5-O-mesyltaxicin I-1,2-carbonate 3, an intermediate in an attempted synthesis of a cyclobutane paclitaxel analogue. A series of reactions of 3 were investigated, including the protection of the sterically hindered C-4 alpha-hydroxy group and the oxidative cleavage of the terminal double bond. Cyclization of 13 to the cyclobutane-containing intermediate failed due to the unexpected instability of the dimethylsilane protecting group under basic conditions.
AB  - Razvijena je sintetička sekvenca za dobijanje 9,10-di-O-acetil-4-desmetilen-4β-(3-butenil)-4α-hidroksi-5-O-meziltaksicin I-1,2-karbonata (3), intermedijera u pokušanoj sintezi ciklobutanskog analoga paklitaksela. Ispitivana je mogućnost dalje hemijske transformacije jedinjenja 3, kao što je zaštita sterno izrazito zaštićene C-4α hidroksilne grupe i oksidativna fragmentacija terminalne dvostruke veze. Ciklizacija jedinjenja 13 nije dala željeni rezultat - intermedijer sa ciklobutanovim prstenom, što je posledica neočekivane nestabilnosti DMS-zaštitne grupe u baznim reakcionim uslovima.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Synthetic studies towards D-modified paclitaxel analogues
T1  - Sintetičke studije analoga paklitaksela sa modifikovanim D-prstenom
VL  - 77
IS  - 11
SP  - 1529
EP  - 1539
DO  - 10.2298/JSC120626094F
ER  - 
@article{
author = "Ferjančić, Zorana and Matović, Radomir and Saičić, Radomir",
year = "2012",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1568",
abstract = "A synthetic sequence has been developed for the preparation of 9,10-di-O-diacetyl-4-desmethylene-4 beta-(3-butenyl)-4 alpha-hydroxy-5-O-mesyltaxicin I-1,2-carbonate 3, an intermediate in an attempted synthesis of a cyclobutane paclitaxel analogue. A series of reactions of 3 were investigated, including the protection of the sterically hindered C-4 alpha-hydroxy group and the oxidative cleavage of the terminal double bond. Cyclization of 13 to the cyclobutane-containing intermediate failed due to the unexpected instability of the dimethylsilane protecting group under basic conditions., Razvijena je sintetička sekvenca za dobijanje 9,10-di-O-acetil-4-desmetilen-4β-(3-butenil)-4α-hidroksi-5-O-meziltaksicin I-1,2-karbonata (3), intermedijera u pokušanoj sintezi ciklobutanskog analoga paklitaksela. Ispitivana je mogućnost dalje hemijske transformacije jedinjenja 3, kao što je zaštita sterno izrazito zaštićene C-4α hidroksilne grupe i oksidativna fragmentacija terminalne dvostruke veze. Ciklizacija jedinjenja 13 nije dala željeni rezultat - intermedijer sa ciklobutanovim prstenom, što je posledica neočekivane nestabilnosti DMS-zaštitne grupe u baznim reakcionim uslovima.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Synthetic studies towards D-modified paclitaxel analogues, Sintetičke studije analoga paklitaksela sa modifikovanim D-prstenom",
volume = "77",
number = "11",
pages = "1529-1539",
doi = "10.2298/JSC120626094F"
}
Ferjančić, Z., Matović, R.,& Saičić, R. (2012). Sintetičke studije analoga paklitaksela sa modifikovanim D-prstenom.
Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 77(11), 1529-1539.
https://doi.org/10.2298/JSC120626094F
Ferjančić Z, Matović R, Saičić R. Sintetičke studije analoga paklitaksela sa modifikovanim D-prstenom. Journal of the Serbian Chemical Society. 2012;77(11):1529-1539
Ferjančić Zorana, Matović Radomir, Saičić Radomir, "Sintetičke studije analoga paklitaksela sa modifikovanim D-prstenom" Journal of the Serbian Chemical Society, 77, no. 11 (2012):1529-1539,
https://doi.org/10.2298/JSC120626094F .

A convenient procedure for the preparation of Garner's aldehyde

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir

(Pergamon-Elsevier Science Ltd, Oxford, 2012)

TY  - JOUR
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2012
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1318
AB  - The palladium/silane reduction of a serine thioester derivative allows for the preparation of enantiomerically pure Garner's aldehyde from serine, in gram quantities within 24 h.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron Asymmetry
T1  - A convenient procedure for the preparation of Garner's aldehyde
VL  - 23
IS  - 8
SP  - 602
EP  - 604
DO  - 10.1016/j.tetasy.2012.03.019
ER  - 
@article{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir",
year = "2012",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1318",
abstract = "The palladium/silane reduction of a serine thioester derivative allows for the preparation of enantiomerically pure Garner's aldehyde from serine, in gram quantities within 24 h.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Asymmetry",
title = "A convenient procedure for the preparation of Garner's aldehyde",
volume = "23",
number = "8",
pages = "602-604",
doi = "10.1016/j.tetasy.2012.03.019"
}
Trajković, M., Ferjančić, Z.,& Saičić, R. (2012). A convenient procedure for the preparation of Garner's aldehyde.
Tetrahedron Asymmetry
Pergamon-Elsevier Science Ltd, Oxford., 23(8), 602-604.
https://doi.org/10.1016/j.tetasy.2012.03.019
Trajković M, Ferjančić Z, Saičić R. A convenient procedure for the preparation of Garner's aldehyde. Tetrahedron Asymmetry. 2012;23(8):602-604
Trajković Milos, Ferjančić Zorana, Saičić Radomir, "A convenient procedure for the preparation of Garner's aldehyde" Tetrahedron Asymmetry, 23, no. 8 (2012):602-604,
https://doi.org/10.1016/j.tetasy.2012.03.019 .
3
2
4
4

A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids

Trmčić, Milena; Matović, Radomir; Tovilović, Gordana; Ristić, Biljana Z.; Trajković, Vladimir S.; Ferjančić, Zorana; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2012)

TY  - JOUR
AU  - Trmčić, Milena
AU  - Matović, Radomir
AU  - Tovilović, Gordana
AU  - Ristić, Biljana Z.
AU  - Trajković, Vladimir S.
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2012
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1304
AB  - The design, synthesis and biological evaluation of a novel C, D-spirolactone analogue of paclitaxel is described. This is the first paclitaxel analogue without an oxetane D-ring that shows a significant cytotoxic effect (activity one order of magnitude lower than paclitaxel). More importantly, its cytotoxicity is a result of a different mechanism of action, involving mTOR inhibition-dependent autophagy instead of G(2)/M cell cycle arrest-dependent apoptosis.
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic and Biomolecular Chemistry
T1  - A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids
VL  - 10
IS  - 25
SP  - 4933
EP  - 4942
DO  - 10.1039/c2ob25514f
ER  - 
@article{
author = "Trmčić, Milena and Matović, Radomir and Tovilović, Gordana and Ristić, Biljana Z. and Trajković, Vladimir S. and Ferjančić, Zorana and Saičić, Radomir",
year = "2012",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/1304",
abstract = "The design, synthesis and biological evaluation of a novel C, D-spirolactone analogue of paclitaxel is described. This is the first paclitaxel analogue without an oxetane D-ring that shows a significant cytotoxic effect (activity one order of magnitude lower than paclitaxel). More importantly, its cytotoxicity is a result of a different mechanism of action, involving mTOR inhibition-dependent autophagy instead of G(2)/M cell cycle arrest-dependent apoptosis.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic and Biomolecular Chemistry",
title = "A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids",
volume = "10",
number = "25",
pages = "4933-4942",
doi = "10.1039/c2ob25514f"
}
Trmčić, M., Matović, R., Tovilović, G., Ristić, B. Z., Trajković, V. S., Ferjančić, Z.,& Saičić, R. (2012). A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids.
Organic and Biomolecular Chemistry
Royal Soc Chemistry, Cambridge., 10(25), 4933-4942.
https://doi.org/10.1039/c2ob25514f
Trmčić M, Matović R, Tovilović G, Ristić BZ, Trajković VS, Ferjančić Z, Saičić R. A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids. Organic and Biomolecular Chemistry. 2012;10(25):4933-4942
Trmčić Milena, Matović Radomir, Tovilović Gordana, Ristić Biljana Z., Trajković Vladimir S., Ferjančić Zorana, Saičić Radomir, "A novel C,D-spirolactone analogue of paclitaxel: autophagy instead of apoptosis as a previously unknown mechanism of cytotoxic action for taxoids" Organic and Biomolecular Chemistry, 10, no. 25 (2012):4933-4942,
https://doi.org/10.1039/c2ob25514f .
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