文献类型：期刊文献

英文题名：Inversion of secondary chiral alcohols in toluene with the tunable complex of R₃N-R′COOH

作者：Shi, Xiao-Xin[1];Shen, Chun-Li[1];Yao, Jian-Zhong[1];Nie, Liang-Deng[1];Quan, Na[1]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Dept Pharmaceut Engn, Shanghai 200237, Peoples R China

年份：2010

卷号：21

期号：3

起止页码：277

外文期刊名：TETRAHEDRON-ASYMMETRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000276573700003)，CCR-EXPANDED(收录号:WOS:000276573700003)】；

基金：We are grateful to the National Natural Science Foundation of China (No. 20972048) and the Shanghai Educational Development Foundation (The Dawn Program: 03SG27) for the financial support of this work.

语种：英文

摘要：The S(N)2 reaction of enantiomerically pure sulfonates with the tunable complex of R3N-R'COOH in toluene has been extensively studied. It was revealed that the molar ratio of the tertiary amines and carboxylic acids in the complex of R3NR'COOH is crucial for the S(N)2 reaction, and should be tuned for each sulfonate to give the best yield. Fifteen sulfonates 1 and 3-13 (Scheme 2) were prepared and transformed into 22 corresponding inverted esters 2 and 14-24 (Scheme 2) in good to high yields. (C) 2010 Elsevier Ltd. All rights reserved.