Stereoselective anionic cyclizations to pyrrolidines

被引：26

作者：

Coldham, I

Hufton, R

Rathmell, RE

机构：

[1] Department of Chemistry, University of Exeter, Stocker Road

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 43期

关键词：

D O I：

10.1016/S0040-4039(97)01808-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclization of alpha-amino-organolithiums onto unactivated alkenes results in the formation of 2,4-disubstituted pyrrolidines with high selectivities in favour of the cis isomers. The use of the alpha-methylbenzyl chiral auxiliary on the nitrogen atom gives rise to 3-substituted pyrrolidines with up to 58% d.e. Without the chiral auxiliary, enantioselectivities in the presence of (-)-sparteine are poor. (C) 1997 Elsevier Science Ltd.

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页码：7617 / 7620

页数：4

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