Regioselective and Stereoselective Nucleophilic Ring Opening of Trifluoromethylated Cyclic Sulfates: Asymmetric Synthesis of Both Enantiomers of syn-(3-Trifluoromethyl)isoserine
Тип публикации: Journal Article
Дата публикации: 2004-07-03
scimago Q2
wos Q1
БС1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
15287804
Organic Chemistry
Краткое описание
A novel and efficient enantioselective synthesis of both enantiomers of syn-(3-trifluoromethyl)isoserine was achieved. Ring opening of trifluoromethylated cyclic sulfates 3, derived from enantiopure trifluoromethylated vicinal diols 2, with various nucleophiles occurred exclusively at C2 with inversion of chirality. Treatment of 4c and 4d, obtained by nucleophilic opening of 3a and 3b with PhCO2NH4, with (CF3SO2)2O followed by substitution with sodium azide, Jones oxidation, and hydrogenolysis furnished (2S,3S)-(N-benzoyl)-3-(trifluoromethyl)isoserine 9a and (2R,3R)-(N-benzoyl)-3-(trifluoromethyl)isoserine 9b, respectively.
Найдено
Ничего не найдено, попробуйте изменить настройки фильтра.
Для доступа к списку цитирований публикации необходимо авторизоваться.
Для доступа к списку профилей, цитирующих публикацию, необходимо авторизоваться.
Топ-30
Журналы
|
1
2
3
|
|
|
Journal of Fluorine Chemistry
3 публикации, 13.64%
|
|
|
Organic Letters
3 публикации, 13.64%
|
|
|
Mendeleev Communications
1 публикация, 4.55%
|
|
|
Tetrahedron
1 публикация, 4.55%
|
|
|
Tetrahedron Letters
1 публикация, 4.55%
|
|
|
ChemInform
1 публикация, 4.55%
|
|
|
Chemistry - An Asian Journal
1 публикация, 4.55%
|
|
|
European Journal of Organic Chemistry
1 публикация, 4.55%
|
|
|
Chemical Reviews
1 публикация, 4.55%
|
|
|
Journal of Medicinal Chemistry
1 публикация, 4.55%
|
|
|
RSC Advances
1 публикация, 4.55%
|
|
|
Organic and Biomolecular Chemistry
1 публикация, 4.55%
|
|
|
Synlett
1 публикация, 4.55%
|
|
|
Angewandte Chemie - International Edition
1 публикация, 4.55%
|
|
|
Angewandte Chemie
1 публикация, 4.55%
|
|
|
1
2
3
|
Издатели
|
1
2
3
4
5
6
|
|
|
Wiley
6 публикаций, 27.27%
|
|
|
Elsevier
5 публикаций, 22.73%
|
|
|
American Chemical Society (ACS)
5 публикаций, 22.73%
|
|
|
Royal Society of Chemistry (RSC)
2 публикации, 9.09%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
1 публикация, 4.55%
|
|
|
Georg Thieme Verlag KG
1 публикация, 4.55%
|
|
|
1
2
3
4
5
6
|
- Мы не учитываем публикации, у которых нет DOI.
- Статистика публикаций обновляется еженедельно.
Вы ученый?
Создайте профиль, чтобы получать персональные рекомендации коллег, конференций и новых статей.
Метрики
22
Всего цитирований:
22
Цитирований c 2025:
2
(9.09%)
Цитировать
ГОСТ |
RIS |
BibTex |
MLA
Цитировать
ГОСТ
Скопировать
Jiang Z. X., Qing F. Regioselective and Stereoselective Nucleophilic Ring Opening of Trifluoromethylated Cyclic Sulfates: Asymmetric Synthesis of Both Enantiomers of syn-(3-Trifluoromethyl)isoserine // Journal of Organic Chemistry. 2004. Vol. 69. No. 16. pp. 5486-5489.
ГОСТ со всеми авторами (до 50)
Скопировать
Jiang Z. X., Qing F. Regioselective and Stereoselective Nucleophilic Ring Opening of Trifluoromethylated Cyclic Sulfates: Asymmetric Synthesis of Both Enantiomers of syn-(3-Trifluoromethyl)isoserine // Journal of Organic Chemistry. 2004. Vol. 69. No. 16. pp. 5486-5489.
Цитировать
RIS
Скопировать
TY - JOUR
DO - 10.1021/jo0497611
UR - https://doi.org/10.1021/jo0497611
TI - Regioselective and Stereoselective Nucleophilic Ring Opening of Trifluoromethylated Cyclic Sulfates: Asymmetric Synthesis of Both Enantiomers of syn-(3-Trifluoromethyl)isoserine
T2 - Journal of Organic Chemistry
AU - Jiang, Zhong Xing
AU - Qing, Fengling
PY - 2004
DA - 2004/07/03
PB - American Chemical Society (ACS)
SP - 5486-5489
IS - 16
VL - 69
PMID - 15287804
SN - 0022-3263
SN - 1520-6904
ER -
Цитировать
BibTex (до 50 авторов)
Скопировать
@article{2004_Jiang,
author = {Zhong Xing Jiang and Fengling Qing},
title = {Regioselective and Stereoselective Nucleophilic Ring Opening of Trifluoromethylated Cyclic Sulfates: Asymmetric Synthesis of Both Enantiomers of syn-(3-Trifluoromethyl)isoserine},
journal = {Journal of Organic Chemistry},
year = {2004},
volume = {69},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/jo0497611},
number = {16},
pages = {5486--5489},
doi = {10.1021/jo0497611}
}
Цитировать
MLA
Скопировать
Jiang, Zhong Xing, and Fengling Qing. “Regioselective and Stereoselective Nucleophilic Ring Opening of Trifluoromethylated Cyclic Sulfates: Asymmetric Synthesis of Both Enantiomers of syn-(3-Trifluoromethyl)isoserine.” Journal of Organic Chemistry, vol. 69, no. 16, Jul. 2004, pp. 5486-5489. https://doi.org/10.1021/jo0497611.