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

JC Lorenz, J Long, Z Yang, S Xue…

Index: Lorenz, Jon C.; Long, Jiang; Yang, Zhiqiang; Xue, Song; Xie, Yinong; Shi, Yian Journal of Organic Chemistry, 2004 , vol. 69, # 2 p. 327 - 334

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Citation Number: 111

Abstract

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 ...

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