Enantioselective synthesis of 2-substituted and 3-substituted piperidines through a bromoaminocyclization process

…, DW Tay, J Chen, GYC Leung, YY Yeung

Index: Zhou, Ling; Tay, Daniel Weiliang; Chen, Jie; Leung, Gulice Yiu Chung; Yeung, Ying-Yeung Chemical Communications, 2013 , vol. 49, # 39 p. 4412 - 4414

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Citation Number: 38

Abstract

A catalytic enantioselective bromocyclization of olefinic amides using amino-thiocarbamates as the catalysts has been developed. The resulting enantioenriched 2-substituted 3- bromopiperidines can readily be transformed to 3-substituted piperidines through a silver salt-mediated rearrangement. This process has been applied to the synthesis of a dopaminergic drug, Preclamol.