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
收藏
页码：85 / 88
页数：4
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