Enantioselective organocatalytic conjugate addition of aldehydes to vinyl sulfones and vinyl phosphonates as challenging michael acceptors

S Sulzer??Mossé, A Alexakis, J Mareda…

Index: Sulzer-Mosse, Sarah; Alexakis, Alexandre; Mareda, Jiri; Bollot, Guillaume; Bernardinelli, Gerald; Filinchuk, Yaroslav Chemistry - A European Journal, 2009 , vol. 15, # 13 p. 3204 - 3220

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Citation Number: 130

Abstract

Abstract Chiral framework: Chiral amines with pyrrolidine frameworks catalyze the enantioselective conjugate addition of a wide range of aldehydes to various vinyl sulfones and vinyl phosphonates in high yields and with enantioselectivities up to> 99% ee (see scheme). The high versatility of the Michael adducts is exemplified by various functionalizations with conservation of the optical purity.