DIASTEREOSELECTIVITY IN THE HYDROXYL-DIRECTED CYCLOPROPANATION OF VINYLORGANOMETALLIC COMPOUNDS

被引:41
作者
LAUTENS, M
DELANGHE, PHM
机构
[1] Department of Chemistry, University of Toronto, Toronto, Ontario
关键词
D O I
10.1021/jo00029a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Olefins bearing silicon and/or tin substituents undergo highly diastereoselective cyclopropanation in the presence of Sm/CH2I2. The stereochemistry of the tin moiety has a dramatic effect on the rate of a subsequent transmetalation with MeLi.
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页码:798 / 800
页数:3
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