New vistas in organoelement chemistry

被引：26

作者：

Denmark, SE

Christenson, BL

OConnor, SP

Murase, N

机构：

[1] Department of Chemistry, Univ. Illinois at Urbana-Champaign, Urbana

来源：

PURE AND APPLIED CHEMISTRY | 1996年 / 68卷 / 01期

关键词：

D O I：

10.1351/pac199668010023

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A selective and efficient protocol for the catalytic asymmetric cyclopropanation of allylic alcohols has been developed. The reaction involves preformation of the ethylzinc alkoxide of the alcohol and reaction with the Furukawa/Simmons-Smith reagent. Zinc iodide has been shown to have a beneficial effect on the rate and enantioselectivity of the reaction. The structural variability in the allylic alcohol as been examined and the reaction was found to proceed smoothly with both E and Z allylic alcohols with one or two beta-substituents, but alpha-substitution was not well tolerated.

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页码：23 / 27

页数：5

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