Erythro-selective aldol-type reaction of N-sulfonylaldimines with methyl isocyanoacetate catalyzed by gold(I)

被引：104

作者：

Hayashi, T

Kishi, E

Soloshonok, VA

Uozumi, Y

机构：

[1] Department of Chemistry, Faculty of Science, Kyoto University, Sakyo, Kyoto

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 28期

关键词：

D O I：

10.1016/0040-4039(96)00981-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of N-tosylaldimines 1 with methyl isocyanoacetate in the presence of 1 mol % of AuCl(c-HexNC) gave 4-methoxycarbonyl-5-alkyl-2-imidazolines 2 with high (over 89 %) cis selectivity. The cis-imidazolinecarboxylates were isomerized into trans isomers by treatment with triethylamine. Hydrolysis of the cis- and trans-imidazolinecarboxylates gave erythro- and threo-alpha,beta-diamino acids, respectively. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：4969 / 4972

页数：4

共 31 条

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