Journal of the American Chemical Society

Catalytic asymmetric synthesis of secondary nitriles via stereoconvergent Negishi arylations and alkenylations of racemic α-bromonitriles

J Choi, GC Fu

Index: Choi, Junwon; Fu, Gregory C. Journal of the American Chemical Society, 2012 , vol. 134, # 22 p. 9102 - 9105

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Citation Number: 61

Abstract

The first method for the stereoconvergent cross-coupling of racemic α-halonitriles is described, specifically, nickel-catalyzed Negishi arylations and alkenylations that furnish an array of enantioenriched α-arylnitriles and allylic nitriles, respectively. Noteworthy features of this investigation include: the highly enantioselective synthesis of α-alkyl-α-aryl nitriles that bear secondary α-alkyl substituents; the first examples of the use of alkenyl zinc reagents ...