Spiro-cyclopropanation from oxoallylsilanes

被引：23

作者：

Barbero, A ^{[1
]}

Castreño, P ^{[1
]}

Pulido, FJ ^{[1
]}

机构：

[1] Univ Valladolid, Dept Quim Organ, Valladolid 47011, Spain

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 22期

关键词：

D O I：

10.1021/ja051967b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel highly stereoselective spiro-cyclopropanation reaction from oxoallylsilanes is described. Oxoallylsilanes are readily obtained by silylcupration of allene followed by conjugate addition to enones. The former oxoallylsilanes undergo a tandem cyclization-cyclopropanation reaction when treated with CH2I2/Me3Al, leading to hydroxylated polycyclic systems bearing the spiro-cyclopropane moiety. The scope of the process is studied, and a feasible pathway is discussed. Copyright © 2005 American Chemical Society.

引用

页码：8022 / 8023

页数：2

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