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
收藏
页码：5446 / 5448
页数：3
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