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Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen

Novković, Luka P.; Trmčić, Milena; Rodić, Marko; Bihelović, Filip; Zlatar, Matija; Matović, Radomir; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2015)

TY  - JOUR
AU  - Novković, Luka P.
AU  - Trmčić, Milena
AU  - Rodić, Marko
AU  - Bihelović, Filip
AU  - Zlatar, Matija
AU  - Matović, Radomir
AU  - Saičić, Radomir
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2000
AB  - Domino reactions of ketones with molecular oxygen in the presence of potassium hydroxide and potassium t-butoxide afford cyclic hydroperoxy acetals (3,5-dihydroxy-1,2-dioxanes). Mixed endoperoxides can also be obtained in a three-component reaction of two ketones and oxygen.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen
VL  - 5
IS  - 120
SP  - 99577
EP  - 99584
DO  - 10.1039/c5ra13476e
ER  - 
@article{
author = "Novković, Luka P. and Trmčić, Milena and Rodić, Marko and Bihelović, Filip and Zlatar, Matija and Matović, Radomir and Saičić, Radomir",
year = "2015",
abstract = "Domino reactions of ketones with molecular oxygen in the presence of potassium hydroxide and potassium t-butoxide afford cyclic hydroperoxy acetals (3,5-dihydroxy-1,2-dioxanes). Mixed endoperoxides can also be obtained in a three-component reaction of two ketones and oxygen.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen",
volume = "5",
number = "120",
pages = "99577-99584",
doi = "10.1039/c5ra13476e"
}
Novković, L. P., Trmčić, M., Rodić, M., Bihelović, F., Zlatar, M., Matović, R.,& Saičić, R.. (2015). Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen. in RSC Advances
Royal Soc Chemistry, Cambridge., 5(120), 99577-99584.
https://doi.org/10.1039/c5ra13476e
Novković LP, Trmčić M, Rodić M, Bihelović F, Zlatar M, Matović R, Saičić R. Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen. in RSC Advances. 2015;5(120):99577-99584.
doi:10.1039/c5ra13476e .
Novković, Luka P., Trmčić, Milena, Rodić, Marko, Bihelović, Filip, Zlatar, Matija, Matović, Radomir, Saičić, Radomir, "Synthesis of endoperoxides by domino reactions of ketones and molecular oxygen" in RSC Advances, 5, no. 120 (2015):99577-99584,
https://doi.org/10.1039/c5ra13476e . .
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Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e

Novković, Luka P.; Trmčić, Milena; Rodić, Marko; Bihelović, Filip; Zlatar, Matija; Matović, Radomir; Saičić, Radomir

(Royal Soc Chemistry, Cambridge, 2015)

TY  - DATA
AU  - Novković, Luka P.
AU  - Trmčić, Milena
AU  - Rodić, Marko
AU  - Bihelović, Filip
AU  - Zlatar, Matija
AU  - Matović, Radomir
AU  - Saičić, Radomir
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3442
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3442
ER  - 
@misc{
author = "Novković, Luka P. and Trmčić, Milena and Rodić, Marko and Bihelović, Filip and Zlatar, Matija and Matović, Radomir and Saičić, Radomir",
year = "2015",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3442"
}
Novković, L. P., Trmčić, M., Rodić, M., Bihelović, F., Zlatar, M., Matović, R.,& Saičić, R.. (2015). Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e. in RSC Advances
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3442
Novković LP, Trmčić M, Rodić M, Bihelović F, Zlatar M, Matović R, Saičić R. Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e. in RSC Advances. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3442 .
Novković, Luka P., Trmčić, Milena, Rodić, Marko, Bihelović, Filip, Zlatar, Matija, Matović, Radomir, Saičić, Radomir, "Supplementary data for article: Novkovic, L.; Trmcic, M.; Rodic, M.; Bihelovic, F.; Zlatar, M.; Matovic, R.; Saicic, R. N. Synthesis of Endoperoxides by Domino Reactions of Ketones and Molecular Oxygen. RSC Advances 2015, 5 (120), 99577–99584. https://doi.org/10.1039/c5ra13476e" in RSC Advances (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3442 .

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  - https://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",
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. in 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. in Tetrahedron. 2015;71(38):6784-6789.
doi:10.1016/j.tet.2015.07.036 .
Marjanović-Trajković, Jasna, Ferjančić, Zorana, Saičić, Radomir, "Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids" in Tetrahedron, 71, no. 38 (2015):6784-6789,
https://doi.org/10.1016/j.tet.2015.07.036 . .
1
8
7
10
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  - DATA
AU  - Marjanović-Trajković, Jasna
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
PY  - 2015
UR  - https://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
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3390
ER  - 
@misc{
author = "Marjanović-Trajković, Jasna and Ferjančić, Zorana and Saičić, Radomir",
year = "2015",
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",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3390"
}
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. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_3390
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. in Tetrahedron. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3390 .
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" in Tetrahedron (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3390 .

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  - https://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",
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. in 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. in Tetrahedron. 2015;71(38):6784-6789.
doi:10.1016/j.tet.2015.07.036 .
Marjanović-Trajković, Jasna, Ferjančić, Zorana, Saičić, Radomir, "Organocatalyzed synthesis of (-)-4-epi-fagomine and the corresponding pipecolic acids" in Tetrahedron, 71, no. 38 (2015):6784-6789,
https://doi.org/10.1016/j.tet.2015.07.036 . .
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8
7
10
7