Asymmetric synthesis of highly enantioenriched 2-substituted piperidines and 6-substituted piperidine-2-ones by a combination enantioselective hydrazone allylation with ring closing metathesis

Fengnu Piao, Mithilesh Kumar Mishra, Doo Ok Jang

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4 Citations (Scopus)

Abstract

An efficient method for the asymmetric synthesis of highly optically pure 2-substituted piperidines and 6-substituted piperidine-2-ones from aldehydes was developed by a sequence of enantioselective hydrazone allylation and ring closing metathesis. This method was found to be effective for a variety of substrates, showing substrate generality. The method's synthetic utility was illustrated in concise synthesis of the alkaloid (R)-(-)-coniine.

Original languageEnglish
Pages (from-to)7050-7055
Number of pages6
JournalTetrahedron
Volume68
Issue number35
DOIs
Publication statusPublished - 2012 Sep 2

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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