Aziridine mediated asymmetric synthesis of α-benzylserine and α-n-butylserine

被引：42

作者：

Davis, FA ^{[1
]}

Zhang, YL ^{[1
]}

Rao, A ^{[1
]}

Zhang, ZJ ^{[1
]}

机构：

[1] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA

来源：

TETRAHEDRON | 2001年 / 57卷 / 30期

基金：

美国国家卫生研究院;

关键词：

asymmetric synthesis; aziridines; alpha-amino acids; N-sulfinyl imines;

D O I：

10.1016/S0040-4020(01)00500-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioselective hydrogenolysis of enantiopure 2-benzyloxyaziridine 2-carboxylates represents a general method for the asymmetric synthesis of alpha -substituted serines. The aziridines are readily prepared via an aza-Darzens reaction of the enolate of methyl 3-benzyloxy-2-bromopropanoate with an enantiopure sulfinimine (N-sulfinyl imine). (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：6345 / 6352

页数：8

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