Highly diastereoselective synthesis of arylglycine derivatives via TFA-promoted Friedel-Crafts reactions of phenols with cyclic glyoxylate imines

被引：28

作者：

Chen, YJ ^{[1
]}

Lei, F ^{[1
]}

Liu, L ^{[1
]}

Wang, D ^{[1
]}

机构：

[1] Chinese Acad Sci, Ctr Mol Sci, Biol Chem Lab, Beijing 100080, Peoples R China

来源：

TETRAHEDRON | 2003年 / 59卷 / 38期

基金：

中国国家自然科学基金;

关键词：

arylglycine; F-C reaction; phenol; chiral cyclic glyoxylate imine; diastereoselective synthesis;

D O I：

10.1016/S0040-4020(03)01142-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active alpha-arylglycine derivatives were synthesized by Bronsted acid (TFA)-promoted Friedel-Crafts reaction of various phenols with chiral cyclic glyoxylate imines (2a-c), followed by deprotection with Pd(OH)(2)/C under H-2. The diastereoselectivities of the initially formed F-C reaction products are up to 99%. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：7609 / 7614

页数：6

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