HIGHLY STEREOSELECTIVE ROUTE TO (E)-ALLYL AMINES VIA VINYLTRI-N-BUTYLPHOSPHONIUM SALTS (SCHWEIZER REACTION)

被引：82

作者：

MEYERS, AI

LAWSON, JP

CARVER, DR

机构：

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1981年 / 46卷 / 15期

关键词：

D O I：

10.1021/jo00328a027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of vinyltri-n-butylphosphonium salts, aldehydes and sodiophthalimide in THF [tetrahydrofuran] gave good yields of the allylic phthalimides with high E stereoselectivity (75-100%). The use of the vinyltriphenylphosphonium salts (Schweizer reaction) gave the allyl phthalimide with the Z isomer predominating. A study of the phthalimide cation and the effect of added lithium salt showed some reversal in the olefin geometry but in general the selectivity was only 3:1.

引用

页码：3119 / 3123

页数：5

共 26 条

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