Solid-phase synthesis of pyrrolidines via 2-azaallyl anion cycloadditions with alkenes

被引：41

作者：

Pearson, WH

Clark, RB

机构：

[1] Department of Chemistry, University of Michigan, Ann Arbor

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 44期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(97)10001-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation of a variety of highly substituted pyrrolidines was achieved by solid-phase synthesis through the [2 pi s + 4 pi s] cycloaddition of 2-azaallyl anions with alkenes. Resin-bound aldehydes 2 were condensed with a-amino stannanes 3 to afford (2-azaallyl)stannanes 4. Transmetalation of 4 with n-BuLi in the presence of electron-rich alkenes followed by the addition of an electrophile provided the polymer-bound pyrrolidines 7. The free pyrrolidines 9-23 were obtained upon cleavage from the solid support. (C) 1997 Elsevier Science Ltd.

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页码：7669 / 7672

页数：4

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