TRANSITION-METAL-CATALYZED SUBSTITUTION-REACTION OF ALLYLIC PHOSPHATES WITH GRIGNARD-REAGENTS

被引：99

作者：

YANAGISAWA, A ^{[1
]}

NOMURA, N ^{[1
]}

YAMAMOTO, H ^{[1
]}

机构：

[1] NAGOYA UNIV,SCH ENGN,NAGOYA 46401,JAPAN

来源：

TETRAHEDRON | 1994年 / 50卷 / 20期

基金：

日本学术振兴会;

关键词：

D O I：

10.1016/S0040-4020(01)90454-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

S(N)2-selective Grignard coupling with primary allylic diphenylphosphates was successfully achieved using Ni or Fe catalyst. In sharp contrast, a catalytic amount of CuCN.2LiCl promoted a S(N)2'-selective coupling reaction. In the presence of the copper catalyst, stereochemically homogeneous gamma-disubstituted allyl Grignard reagents reacted at the less substituted allylic terminus (alpha-position) with an allylic diphenylphosphate selectively without losing the double bond geometry.

引用

页码：6017 / 6028

页数：12

共 44 条

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[2]

ARAI M, 1992, TETRAHEDRON, V48, P5709

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