A novel class of tunable zinc reagents (RXZnCH2Y) for efficient cyclopropanation of olefins

被引：133

作者：

Lorenz, JC ^{[1
]}

Long, J ^{[1
]}

Yang, ZQ ^{[1
]}

Xue, S ^{[1
]}

Xie, Y ^{[1
]}

Shi, Y ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 02期

关键词：

D O I：

10.1021/jo030312v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A class of zinc reagents (RXZnCH2Y) generated with an appropriate organozinc is very effective for the cyclopropanation of olefins. The reactivity and selectivity of these reagents can be regulated by tuning the electronic and steric nature of the RX group on Zn. A reasonable level of enantioselectivity was obtained for the cyclopropanation of unfunctionalized olefins when a chiral (iodomethyl)zinc species was used, providing a valuable approach for the asymmetric cyclopropanation of unfunctionalized olefins.

引用

页码：327 / 334

页数：8

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