Journal of the American Chemical Society

Nickel/bis (oxazoline)-catalyzed asymmetric Kumada reactions of alkyl electrophiles: Cross-couplings of racemic α-bromoketones

S Lou, GC Fu

Index: Lou, Sha; Fu, Gregory C. Journal of the American Chemical Society, 2010 , vol. 132, p. 1264 - 1266

Full Text: HTML

Citation Number: 118

Abstract

The first asymmetric Kumada reactions of alkyl electrophiles are described, specifically, cross-couplings of racemic α-bromoketones with aryl Grignard reagents. Several features of this investigation are of interest. First, the couplings proceed at remarkably low temperature (− 40 or− 60° C), which enables the asymmetric synthesis of racemization-prone α- arylketones. Second, dialkyl ketones undergo enantioselective coupling in good ee and ...