First evidence for the formation of a geminal dizinc carbenoid: A highly stereoselective synthesis of 1,2,3-substituted cyclopropanes

被引：45

作者：

Charette, AB ^{[1
]}

Gagnon, A ^{[1
]}

Fournier, JF ^{[1
]}

机构：

[1] Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 03期

关键词：

D O I：

10.1021/ja017230d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Significant amounts of novel gem-dizinc carbenoids (RZnCHIZnR) are formed when diethylzinc is mixed with iodoform in CH2Cl2 at 0 °C. This reagent was shown to be effective in the cyclopropanation of butenediol derivatives to generate a cyclopropylzinc intermediate that could be trapped with a variety of electrophiles. 1,2,3-Substituted cyclopropane derivatives are formed with excellent diastereoselectivities by using this simple procedure. Copyright © 2002 American Chemical Society.

引用

页码：386 / 387

页数：2

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