Stereoselective synthesis of enantiomerically pure 4,5-disubstituted pyrrolidinones from β-amino esters

被引:25
作者
Wang, JB [1 ]
Hou, YH
Wu, P
Qu, ZH
Chan, ASC
机构
[1] Beijing Univ, Dept Chem, Beijing 100871, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/S0957-4166(99)00530-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
alpha-Alkylation of N-tosyl-protected beta-amino esters with LDA as the base led to high anti selectivity for the newly formed C-C bond. The alpha-alkylated beta-amino esters were further transformed to enantiomerically pure 4,5-disubstituted pyrrolidinones through hydrolysis, diazotization, and Wolf rearrangement under AgO2CPh/Et3N/dry THF conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4553 / 4561
页数:9
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