Municipality of Stari Grad

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Municipality of Stari Grad

Authors

Publications

Substrate Stereocontrol in the Intramolecular Organocatalyzed Tsuji-Trost Reaction: Enantioselective Synthesis of Allokainates

Vulović, Bojan; Gruden-Pavlović, Maja; Matović, Radomir; Saičić, Radomir N.

(American Chemical Society (ACS), 2014)

TY  - JOUR
AU  - Vulović, Bojan
AU  - Gruden-Pavlović, Maja
AU  - Matović, Radomir
AU  - Saičić, Radomir N.
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1524
AB  - Organocatalyzed Tsuji-Trost cyclization of 3b proceeds with asymmetric induction and allows for stereoselective synthesis of (+)-allokainic acid. The stereochemical outcome of the cyclization was predicted by calculations.
PB  - American Chemical Society (ACS)
T2  - Organic Letters
T1  - Substrate Stereocontrol in the Intramolecular Organocatalyzed Tsuji-Trost Reaction: Enantioselective Synthesis of Allokainates
VL  - 16
IS  - 1
SP  - 34
EP  - 37
DO  - 10.1021/ol4028557
ER  - 
@article{
author = "Vulović, Bojan and Gruden-Pavlović, Maja and Matović, Radomir and Saičić, Radomir N.",
year = "2014",
abstract = "Organocatalyzed Tsuji-Trost cyclization of 3b proceeds with asymmetric induction and allows for stereoselective synthesis of (+)-allokainic acid. The stereochemical outcome of the cyclization was predicted by calculations.",
publisher = "American Chemical Society (ACS)",
journal = "Organic Letters",
title = "Substrate Stereocontrol in the Intramolecular Organocatalyzed Tsuji-Trost Reaction: Enantioselective Synthesis of Allokainates",
volume = "16",
number = "1",
pages = "34-37",
doi = "10.1021/ol4028557"
}
Vulović, B., Gruden-Pavlović, M., Matović, R.,& Saičić, R. N.. (2014). Substrate Stereocontrol in the Intramolecular Organocatalyzed Tsuji-Trost Reaction: Enantioselective Synthesis of Allokainates. in Organic Letters
American Chemical Society (ACS)., 16(1), 34-37.
https://doi.org/10.1021/ol4028557
Vulović B, Gruden-Pavlović M, Matović R, Saičić RN. Substrate Stereocontrol in the Intramolecular Organocatalyzed Tsuji-Trost Reaction: Enantioselective Synthesis of Allokainates. in Organic Letters. 2014;16(1):34-37.
doi:10.1021/ol4028557 .
Vulović, Bojan, Gruden-Pavlović, Maja, Matović, Radomir, Saičić, Radomir N., "Substrate Stereocontrol in the Intramolecular Organocatalyzed Tsuji-Trost Reaction: Enantioselective Synthesis of Allokainates" in Organic Letters, 16, no. 1 (2014):34-37,
https://doi.org/10.1021/ol4028557 . .
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Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-epi-Hyacinthacine A(2) and (-)-3-epi-Hyacinthacine A(1)

Marjanovic, Jasna; Divjakovic, Vladimir; Matović, Radomir; Ferjančić, Zorana; Saičić, Radomir N.

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

TY  - JOUR
AU  - Marjanovic, Jasna
AU  - Divjakovic, Vladimir
AU  - Matović, Radomir
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir N.
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1215
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 = "Marjanovic, Jasna and Divjakovic, Vladimir and Matović, Radomir and Ferjančić, Zorana and Saičić, Radomir N.",
year = "2013",
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"
}
Marjanovic, J., Divjakovic, V., Matović, R., Ferjančić, Z.,& Saičić, R. N.. (2013). Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-epi-Hyacinthacine A(2) and (-)-3-epi-Hyacinthacine A(1). in European Journal of Organic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim., 2013(25), 5555-5560.
https://doi.org/10.1002/ejoc.201300716
Marjanovic J, Divjakovic V, Matović R, Ferjančić Z, Saičić RN. Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-epi-Hyacinthacine A(2) and (-)-3-epi-Hyacinthacine A(1). in European Journal of Organic Chemistry. 2013;2013(25):5555-5560.
doi:10.1002/ejoc.201300716 .
Marjanovic, Jasna, Divjakovic, Vladimir, Matović, Radomir, Ferjančić, Zorana, Saičić, Radomir N., "Double Asymmetric Induction in Organocatalyzed Aldol Reactions: Total Synthesis of (+)-2-epi-Hyacinthacine A(2) and (-)-3-epi-Hyacinthacine A(1)" in European Journal of Organic Chemistry, 2013, no. 25 (2013):5555-5560,
https://doi.org/10.1002/ejoc.201300716 . .
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