A new strategy for the Lewis acid-catalyzed cyclopropanation of allylic alcohols.

AB Charette, C Brochu

Index: Charette, Andre B.; Brochu, Christian Journal of the American Chemical Society, 1995 , vol. 117, # 45 p. 11367 - 11368

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Citation Number: 102

Abstract

One of the major drawbacks of this approach for obtaining high enantioselectivities is that the rate of the uncatalyzed reaction is not overwhelmingly different from that of the catalyzed process. For example, Kobayashi reported that a 20% yield of the cyclopropyl derivative was obtained in the absence of the chiral Lewis acid. In this communication, we unveil a new strategy for the Lewis acid-catalyzed cyclopropanation of allylic alcohols in which the rate ...