THE OLEFINATION OF FUNCTIONALIZED ALKYLIDENEMALONATES BY 1,1-DIMETALLOALKANES - A NEW CHEMOSELECTIVE AND STEREOSELECTIVE PREPARATION OF FUNCTIONALIZED OLEFINS

被引：25

作者：

TUCKER, CE ^{[1
]}

RAO, SA ^{[1
]}

KNOCHEL, P ^{[1
]}

机构：

[1] UNIV MICHIGAN,DEPT CHEM,WILLARD H DOW LABS,ANN ARBOR,MI 48109

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 20期

关键词：

D O I：

10.1021/jo00307a012

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The polyfunctional alkylidenemalonates 1, readily prepared by an addition-elimination reaction of FG-RCu(CN)ZnI to [(phenylsulfonyl)methylidene]-malonates of type 7, were found to undergo a highly che-moselective and stereoselective olefination reaction with 1,1-dimetalloalkanes of zinc and magnesium. An application to the stereospecific preparation of an insect pheromone 8 is reported. © 1990, American Chemical Society. All rights reserved.

引用

页码：5446 / 5448

页数：3