New strategy for the synthesis of 3-substituted prolines

被引：68

作者：

Karoyan, P ^{[1
]}

Chassaing, G ^{[1
]}

机构：

[1] UNIV PARIS 06,CNRS,LAB CHIM ORGAN BIOL,F-75252 PARIS 05,FRANCE

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 01期

关键词：

D O I：

10.1016/S0040-4039(96)02221-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ring formation involving a Sere trig cyclization between a zinc enolate and a non activated double bond led to cis diastereoisomer of 3-substituted prolines. This cyclization was achieved with transfer of chirality onto the C-2 carbon when nitrogen was protected by an alpha-methylbenzyl group. Reprotonation of the lithium enolate of cis derivative yielded the trans diastereoisomer. Copyright (C) 1996 Published by Elsevier Science Ltd

引用

页码：85 / 88

页数：4

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