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Issue 39, 2013
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Enantioselective synthesis of 2-substituted and 3-substituted piperidines through a bromoaminocyclization process

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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.

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

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Publication details

The article was received on 10 Sep 2012, accepted on 02 Oct 2012 and first published on 03 Oct 2012


Article type: Communication
DOI: 10.1039/C2CC36578B
Citation: Chem. Commun., 2013,49, 4412-4414
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    Enantioselective synthesis of 2-substituted and 3-substituted piperidines through a bromoaminocyclization process

    L. Zhou, D. W. Tay, J. Chen, G. Y. C. Leung and Y. Yeung, Chem. Commun., 2013, 49, 4412
    DOI: 10.1039/C2CC36578B

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