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Chemistry. 2016 Sep 05;22(37):13000-3. doi: 10.1002/chem.201602586. Epub 2016 Jul 05.

A Pd-Catalyzed Synthesis of Functionalized Piperidines.

Chemistry (Weinheim an der Bergstrasse, Germany)

Benjamin D W Allen, Matthew J Connolly, Joseph P A Harrity

Affiliations

  1. Department of Chemistry, University of Sheffield, Sheffield, S3 7HF, U.K.
  2. Department of Chemistry, University of Sheffield, Sheffield, S3 7HF, U.K.. [email protected].

PMID: 27273202 DOI: 10.1002/chem.201602586

Abstract

A readily available cyclic carbamate 1 functions as a general precursor to a range of functionalized piperidine products via a new Pd-catalyzed annulation strategy. An asymmetric catalytic variant provides a rapid and efficient means to access these heterocycles with high to excellent levels of enantiocontrol. Finally, these richly functionalized compounds are amenable to further chemoselective elaboration.

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: Pd catalysis; annulation; enantioselectivity; piperidine

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