Enantioselective cyclopropanation of allylic alcohols with dioxaborolane ligands: Scope and synthetic applications

AB Charette, H Juteau, H Lebel…

Index: Charette, Andre B.; Juteau, Helene; Lebel, Helene; Molinaro, Carmela Journal of the American Chemical Society, 1998 , vol. 120, # 46 p. 11943 - 11952

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Citation Number: 165

Abstract

A very effective chiral controller has been found for the conversion of allylic alcohols into the corresponding enantiomerically enriched cyclopropanes using bis (iodomethyl) zinc. A variety of chiral, nonracemic cyclopropylmethanols could be obtained according to this method. This methodology was extended with success to the cyclopropanation of unconjugated and conjugated polyenes and homoallylic alcohols. The cyclopropanation ...