Chemoselective Synthesis of N??Substituted α??Amino?螃痢濑?chloro Ketones via Chloromethylation of Glycine??Derived Weinreb Amides

…, G Verniest, AR Alcantara, N De Kimpe

Index: Pace, Vittorio; Holzer, Wolfgang; Verniest, Guido; Alcantara, Andres R.; De Kimpe, Norbert Advanced Synthesis and Catalysis, 2013 , vol. 355, # 5 p. 919 - 926

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Citation Number: 25

Abstract

Abstract Functionalized α-arylamino-α′-chloro ketones are obtained in high yield via a straightforward homologation reaction of Weinreb amides derived from N-arylglycines using in situ generated chloromethyllithium. The use of the Weinreb amides is essential and allows the chemoselective homologation of N-aryl-N-substituted glycine analogues, a transformation which is not possible using similar glycine esters. The procedure is ...