Asymmetric PTC alkylation of glycine imines: Variation of the imine ester moiety

被引：29

作者：

Lygo, B ^{[1
]}

Allbutt, B ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

来源：

SYNLETT | 2004年 / 02期

关键词：

amino acids; asymmetric alkylation; phase-transfer catalysis; quaternary ammonium salts;

D O I：

10.1055/s-2003-43368

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Studies into the enantioselective phase-transfer alkylation of a series of glycine imine esters are presented. Using a quaternary ammonium salt catalyst derived from alpha-methylnaphthylamine, high enantioselectivities were obtained in reactions involving in-tines containing tert-butyl, benzhydryl, and benzyl esters. In contrast, a quaternary ammonium salt catalyst derived from dihydrocinchonidine gave highest enantioselectivities with tert-butyl and ethyl esters. Application of the benzhydryl ester alkylation in the preparation of a differentially protected aspartic acid derivative is also presented.

引用

收藏

页码：326 / 328

页数：3

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