Enantioselective synthesis of (S)-2-(aminomethyl)butanedioic acid using chiral beta-alanine alpha-enolate equivalents

被引：27

作者：

Arvanitis, E ^{[1
]}

Motevalli, M ^{[1
]}

Wyatt, PB ^{[1
]}

机构：

[1] UNIV LONDON,UNIV LONDON QUEEN MARY & WESTFIELD COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 24期

关键词：

D O I：

10.1016/0040-4039(96)00816-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(S)-2-(Aminomethyl)butanedioic acid (6) can been synthesised by stereoselective alkylation of the Na enolates of acyloxazolidinones 1a and 1b with methyl bromoacetate, then oxidation of the vinyl or dimethoxyphenyl substituent to a carboxyl group, followed by Curtius rearrangement and deprotection. The absolute configuration of 6 has been correlated with that of (S)-1-phenylethylamine by a combination of crystallographic and chemical means. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：4277 / 4280

页数：4

共 13 条

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