TY  - JOUR
AU  - Tokic-Vujosevic, Z
AU  - Petrović, G.
AU  - Rakic, B
AU  - Matović, Radomir
AU  - Saičić, Radomir
PY  - 2005
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/688
AB  - Immunomodulator (-)-cytoxazone and its epimer (+)-epi-cytoxazone were synthesized starting from (D)-(-)-4-hydroxyphenylglycine. Homologation of the amino acid was achieved via the corresponding aldehyde, by a cyanohydrin reaction. The racemization of highly sensible amido aldehyde was efficiently suppressed when the oxidation of the parent aminoalcohol was performed by a modified Dess-Martin procedure.
PB  - Marcel Dekker Inc, New York
T2  - Synthetic Communications
T1  - Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach
VL  - 35
IS  - 3
SP  - 435
EP  - 447
DO  - 10.1081/SCC-200048953
ER  - 

@article{
author = "Tokic-Vujosevic, Z and Petrović, G. and Rakic, B and Matović, Radomir and Saičić, Radomir",
year = "2005",
abstract = "Immunomodulator (-)-cytoxazone and its epimer (+)-epi-cytoxazone were synthesized starting from (D)-(-)-4-hydroxyphenylglycine. Homologation of the amino acid was achieved via the corresponding aldehyde, by a cyanohydrin reaction. The racemization of highly sensible amido aldehyde was efficiently suppressed when the oxidation of the parent aminoalcohol was performed by a modified Dess-Martin procedure.",
publisher = "Marcel Dekker Inc, New York",
journal = "Synthetic Communications",
title = "Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach",
volume = "35",
number = "3",
pages = "435-447",
doi = "10.1081/SCC-200048953"
}

Tokic-Vujosevic, Z., Petrović, G., Rakic, B., Matović, R.,& Saičić, R.. (2005). Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach. in Synthetic Communications
Marcel Dekker Inc, New York., 35(3), 435-447.
https://doi.org/10.1081/SCC-200048953

Tokic-Vujosevic Z, Petrović G, Rakic B, Matović R, Saičić R. Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach. in Synthetic Communications. 2005;35(3):435-447.
doi:10.1081/SCC-200048953 .

Tokic-Vujosevic, Z, Petrović, G., Rakic, B, Matović, Radomir, Saičić, Radomir, "Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach" in Synthetic Communications, 35, no. 3 (2005):435-447,
https://doi.org/10.1081/SCC-200048953 . .

TY  - JOUR
AU  - Petrović, G.
AU  - Saičić, Radomir
AU  - Čeković, Živorad
AU  - Li, F.
AU  - Miller, M.J.
PY  - 2005
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/122
T2  - Organic Syntheses
T1  - Phenylsulfenylation of nonactivated d-Carbon atom by photolysis of alkyl benzenesulfenates: preparation of 2-phenylthio-5-heptanol (Heptane, 2-phenylthio-5-hydroxy)
VL  - 81
SP  - 244
EP  - 253
DO  - 10.15227/orgsyn.081.0244
ER  - 

@article{
author = "Petrović, G. and Saičić, Radomir and Čeković, Živorad and Li, F. and Miller, M.J.",
year = "2005",
journal = "Organic Syntheses",
title = "Phenylsulfenylation of nonactivated d-Carbon atom by photolysis of alkyl benzenesulfenates: preparation of 2-phenylthio-5-heptanol (Heptane, 2-phenylthio-5-hydroxy)",
volume = "81",
pages = "244-253",
doi = "10.15227/orgsyn.081.0244"
}

Petrović, G., Saičić, R., Čeković, Ž., Li, F.,& Miller, M.J.. (2005). Phenylsulfenylation of nonactivated d-Carbon atom by photolysis of alkyl benzenesulfenates: preparation of 2-phenylthio-5-heptanol (Heptane, 2-phenylthio-5-hydroxy). in Organic Syntheses, 81, 244-253.
https://doi.org/10.15227/orgsyn.081.0244

Petrović G, Saičić R, Čeković Ž, Li F, Miller M. Phenylsulfenylation of nonactivated d-Carbon atom by photolysis of alkyl benzenesulfenates: preparation of 2-phenylthio-5-heptanol (Heptane, 2-phenylthio-5-hydroxy). in Organic Syntheses. 2005;81:244-253.
doi:10.15227/orgsyn.081.0244 .

Petrović, G., Saičić, Radomir, Čeković, Živorad, Li, F., Miller, M.J., "Phenylsulfenylation of nonactivated d-Carbon atom by photolysis of alkyl benzenesulfenates: preparation of 2-phenylthio-5-heptanol (Heptane, 2-phenylthio-5-hydroxy)" in Organic Syntheses, 81 (2005):244-253,
https://doi.org/10.15227/orgsyn.081.0244 . .

TY  - JOUR
AU  - Petrović, G.
AU  - Saičić, Radomir
AU  - Došen-Mićović, Ljiljana
AU  - Čeković, Živorad
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/668
AB  - A stereoselective free radical introduction of a phenylthio group onto a nonactivated methyl group in the 8-position, adjacent to a prochiral carbon atom, was achieved by photolysis of (-)-menthyl benzenesulfenate in the presence of hexabutylditin and (1R, 3R, 4S, 8S)-9-phenylthiomenthot (4) was obtained with 91 % optical purity. High stereoselectivity of the reaction was calculated (ab initio MP2/6-3 1G**) to be the consequence of the difference in the transition state eneregies (DeltaDeltaG(#) = 5.08 kJ/mol) favouring 4 relative to (1R,3R,4S,8R)-9-phenylthiomenthoI (5). The absolute configuration of a the new chiral carbon atom was confirmed by its correlation with the corresponding menthane-3,9-diol of known stereochemistry.
AB  - Fotolizom (–)-mentil-benzensulfenata u prisustvu heksabutil-dikalaja izvršeno je stereoselektivno uvođenje feniltio grupe na neaktiviranu metil grupu u δ-položaju koja je susedna prohiralnom ugljenikovom atomu i dobiven je (1R 3R, 4S, 8S)-9-feniltio-mentol (4) sa 91 % optičke čistoće. Visoka stereoselektivnost reakcije, potvrđena računom (ab initio MP2/6-21G**) posledica je razlike u energijama prelaznih stanja ΔΔG# = 5.08 kJ/mol) koja favorizuje nastajanje 4 u odnosu na (1R, 3R, 4S, 8R)-9-feniltio-mentol (5). Apsolutna konfiguracija novog hiralnog ugljenikovog atoma potvrđena je korelacijom s odgovarajućim mentan-3,9-diolom poznate stereohemije.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Stereoselective free radical phenylsulfenylation of a nonactivated delta-carbon atom
T1  - Stereoselektivno slobodnoradikalsko fenilsulfenilovanje neaktiviranog δ-ugljenikovog atoma
VL  - 69
IS  - 10
SP  - 737
EP  - 747
DO  - 10.2298/JSC0410737P
ER  - 

@article{
author = "Petrović, G. and Saičić, Radomir and Došen-Mićović, Ljiljana and Čeković, Živorad",
year = "2004",
abstract = "A stereoselective free radical introduction of a phenylthio group onto a nonactivated methyl group in the 8-position, adjacent to a prochiral carbon atom, was achieved by photolysis of (-)-menthyl benzenesulfenate in the presence of hexabutylditin and (1R, 3R, 4S, 8S)-9-phenylthiomenthot (4) was obtained with 91 % optical purity. High stereoselectivity of the reaction was calculated (ab initio MP2/6-3 1G**) to be the consequence of the difference in the transition state eneregies (DeltaDeltaG(#) = 5.08 kJ/mol) favouring 4 relative to (1R,3R,4S,8R)-9-phenylthiomenthoI (5). The absolute configuration of a the new chiral carbon atom was confirmed by its correlation with the corresponding menthane-3,9-diol of known stereochemistry., Fotolizom (–)-mentil-benzensulfenata u prisustvu heksabutil-dikalaja izvršeno je stereoselektivno uvođenje feniltio grupe na neaktiviranu metil grupu u δ-položaju koja je susedna prohiralnom ugljenikovom atomu i dobiven je (1R 3R, 4S, 8S)-9-feniltio-mentol (4) sa 91 % optičke čistoće. Visoka stereoselektivnost reakcije, potvrđena računom (ab initio MP2/6-21G**) posledica je razlike u energijama prelaznih stanja ΔΔG# = 5.08 kJ/mol) koja favorizuje nastajanje 4 u odnosu na (1R, 3R, 4S, 8R)-9-feniltio-mentol (5). Apsolutna konfiguracija novog hiralnog ugljenikovog atoma potvrđena je korelacijom s odgovarajućim mentan-3,9-diolom poznate stereohemije.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Stereoselective free radical phenylsulfenylation of a nonactivated delta-carbon atom, Stereoselektivno slobodnoradikalsko fenilsulfenilovanje neaktiviranog δ-ugljenikovog atoma",
volume = "69",
number = "10",
pages = "737-747",
doi = "10.2298/JSC0410737P"
}

Petrović, G., Saičić, R., Došen-Mićović, L.,& Čeković, Ž.. (2004). Stereoselective free radical phenylsulfenylation of a nonactivated delta-carbon atom. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 69(10), 737-747.
https://doi.org/10.2298/JSC0410737P

Petrović G, Saičić R, Došen-Mićović L, Čeković Ž. Stereoselective free radical phenylsulfenylation of a nonactivated delta-carbon atom. in Journal of the Serbian Chemical Society. 2004;69(10):737-747.
doi:10.2298/JSC0410737P .

Petrović, G., Saičić, Radomir, Došen-Mićović, Ljiljana, Čeković, Živorad, "Stereoselective free radical phenylsulfenylation of a nonactivated delta-carbon atom" in Journal of the Serbian Chemical Society, 69, no. 10 (2004):737-747,
https://doi.org/10.2298/JSC0410737P . .

TY  - JOUR
AU  - Petrović, G.
AU  - Saičić, Radomir
AU  - Čeković, Živorad
PY  - 2003
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/532
AB  - A regioselective free radical introduction of a phenylthio group onto a non-activated delta-carbon atom was achieved by photolysis of alkyl benzenesulfenates in the presence of hexabutylditin, and delta-phenylthio alcohols were obtained in 35-91% yields. delta-Phenylsulfenylation of a non-activated carbon atom induced only by irradiation of alkyl benzenesulfenates (without initiation by hexabutylditin) also occurs, however, slower reaction rates were observed and lower yields of delta-phenylthio alcohols were obtained. (C) 2002 Published by Elsevier Science Ltd.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Regioselective free radical phenylsulfenation of a non-activated delta-carbon atom by the photolysis of alkyl benzenesulfenate
VL  - 59
IS  - 2
SP  - 187
EP  - 196
DO  - 10.1016/S0040-4020(02)01477-1
ER  - 

@article{
author = "Petrović, G. and Saičić, Radomir and Čeković, Živorad",
year = "2003",
abstract = "A regioselective free radical introduction of a phenylthio group onto a non-activated delta-carbon atom was achieved by photolysis of alkyl benzenesulfenates in the presence of hexabutylditin, and delta-phenylthio alcohols were obtained in 35-91% yields. delta-Phenylsulfenylation of a non-activated carbon atom induced only by irradiation of alkyl benzenesulfenates (without initiation by hexabutylditin) also occurs, however, slower reaction rates were observed and lower yields of delta-phenylthio alcohols were obtained. (C) 2002 Published by Elsevier Science Ltd.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Regioselective free radical phenylsulfenation of a non-activated delta-carbon atom by the photolysis of alkyl benzenesulfenate",
volume = "59",
number = "2",
pages = "187-196",
doi = "10.1016/S0040-4020(02)01477-1"
}

Petrović, G., Saičić, R.,& Čeković, Ž.. (2003). Regioselective free radical phenylsulfenation of a non-activated delta-carbon atom by the photolysis of alkyl benzenesulfenate. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 59(2), 187-196.
https://doi.org/10.1016/S0040-4020(02)01477-1

Petrović G, Saičić R, Čeković Ž. Regioselective free radical phenylsulfenation of a non-activated delta-carbon atom by the photolysis of alkyl benzenesulfenate. in Tetrahedron. 2003;59(2):187-196.
doi:10.1016/S0040-4020(02)01477-1 .

Petrović, G., Saičić, Radomir, Čeković, Živorad, "Regioselective free radical phenylsulfenation of a non-activated delta-carbon atom by the photolysis of alkyl benzenesulfenate" in Tetrahedron, 59, no. 2 (2003):187-196,
https://doi.org/10.1016/S0040-4020(02)01477-1 . .

TY  - JOUR
AU  - Petrović, G.
AU  - Saičić, Radomir
AU  - Čeković, Živorad
PY  - 1999
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/415
AB  - The synthesis of acetyl scopine using tropine as a starting compound was achieved. Free radical phenylthio group transfer to the 6-position, in the reaction of N-carbethoxy nortropine-3 alpha-benzenesulfenate with hexabutylditin, is a key step of this synthetic approach to scopine. The reaction of N-carbethoxy nortropine-benzenesulfenate with tributyltin hydride in the presence of a radicophilic olefin involves Michael type alkylation at the 6-position of tropine skeleton affording 6-(2-carbethoxyethyl)-N-carbethoxy nortropine in 31% yield.
PB  - Georg Thieme Verlag, Stuttgart
T2  - Synlett
T1  - Synthesis of acetyl scopine. Intramolecular reactions of N-carbethoxy nortropine-3 alpha-benzenesulfenate
IS  - 5
SP  - 635
EP  - 637
DO  - 10.1055/s-1999-2658
ER  - 

@article{
author = "Petrović, G. and Saičić, Radomir and Čeković, Živorad",
year = "1999",
abstract = "The synthesis of acetyl scopine using tropine as a starting compound was achieved. Free radical phenylthio group transfer to the 6-position, in the reaction of N-carbethoxy nortropine-3 alpha-benzenesulfenate with hexabutylditin, is a key step of this synthetic approach to scopine. The reaction of N-carbethoxy nortropine-benzenesulfenate with tributyltin hydride in the presence of a radicophilic olefin involves Michael type alkylation at the 6-position of tropine skeleton affording 6-(2-carbethoxyethyl)-N-carbethoxy nortropine in 31% yield.",
publisher = "Georg Thieme Verlag, Stuttgart",
journal = "Synlett",
title = "Synthesis of acetyl scopine. Intramolecular reactions of N-carbethoxy nortropine-3 alpha-benzenesulfenate",
number = "5",
pages = "635-637",
doi = "10.1055/s-1999-2658"
}

Petrović, G., Saičić, R.,& Čeković, Ž.. (1999). Synthesis of acetyl scopine. Intramolecular reactions of N-carbethoxy nortropine-3 alpha-benzenesulfenate. in Synlett
Georg Thieme Verlag, Stuttgart.(5), 635-637.
https://doi.org/10.1055/s-1999-2658

Petrović G, Saičić R, Čeković Ž. Synthesis of acetyl scopine. Intramolecular reactions of N-carbethoxy nortropine-3 alpha-benzenesulfenate. in Synlett. 1999;(5):635-637.
doi:10.1055/s-1999-2658 .

Petrović, G., Saičić, Radomir, Čeković, Živorad, "Synthesis of acetyl scopine. Intramolecular reactions of N-carbethoxy nortropine-3 alpha-benzenesulfenate" in Synlett, no. 5 (1999):635-637,
https://doi.org/10.1055/s-1999-2658 . .

TY  - JOUR
AU  - Petrović, G.
AU  - Saičić, Radomir
AU  - Čeković, Živorad
PY  - 1997
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2596
AB  - A free radical phenylthio group transfer from oxygen to the non-activated delta-carbon atom was achieved by irradiation of alkyl benzenesulfenates 1 in the presence of hexabutylditin, and delta-phenylthio alcohols 2 were obtained in 35-91% yields. However, when reactions were performed in the presence of activated olefins an alkylation of delta-carbon occured and phenylthio ethers of type 3 were obtained in modest yields. (C) 1997 Elsevier Science Ltd.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron Letters
T1  - Free radical phenylthio group transfer to nonactivated delta-carbon atom in the photolysis reactions of alkyl benzenesulfenates
VL  - 38
IS  - 40
SP  - 7107
EP  - 7110
DO  - 10.1016/S0040-4039(97)01632-8
ER  - 

@article{
author = "Petrović, G. and Saičić, Radomir and Čeković, Živorad",
year = "1997",
abstract = "A free radical phenylthio group transfer from oxygen to the non-activated delta-carbon atom was achieved by irradiation of alkyl benzenesulfenates 1 in the presence of hexabutylditin, and delta-phenylthio alcohols 2 were obtained in 35-91% yields. However, when reactions were performed in the presence of activated olefins an alkylation of delta-carbon occured and phenylthio ethers of type 3 were obtained in modest yields. (C) 1997 Elsevier Science Ltd.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Free radical phenylthio group transfer to nonactivated delta-carbon atom in the photolysis reactions of alkyl benzenesulfenates",
volume = "38",
number = "40",
pages = "7107-7110",
doi = "10.1016/S0040-4039(97)01632-8"
}

Petrović, G., Saičić, R.,& Čeković, Ž.. (1997). Free radical phenylthio group transfer to nonactivated delta-carbon atom in the photolysis reactions of alkyl benzenesulfenates. in Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 38(40), 7107-7110.
https://doi.org/10.1016/S0040-4039(97)01632-8

Petrović G, Saičić R, Čeković Ž. Free radical phenylthio group transfer to nonactivated delta-carbon atom in the photolysis reactions of alkyl benzenesulfenates. in Tetrahedron Letters. 1997;38(40):7107-7110.
doi:10.1016/S0040-4039(97)01632-8 .

Petrović, G., Saičić, Radomir, Čeković, Živorad, "Free radical phenylthio group transfer to nonactivated delta-carbon atom in the photolysis reactions of alkyl benzenesulfenates" in Tetrahedron Letters, 38, no. 40 (1997):7107-7110,
https://doi.org/10.1016/S0040-4039(97)01632-8 . .