4.8 Article

Application of Catalytic Dynamic Resolution of N-Boc-2-lithiopiperidine to the Asymmetric Synthesis of 2-Aryl and 2-Vinyl Piperidines

Journal

ORGANIC LETTERS
Volume 13, Issue 3, Pages 394-397

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol102682r

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Funding

  1. National Science Foundation [CHE 1011788]
  2. Arkansas Biosciences Institute
  3. National Institutes of Health [R15569]

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The highly enantioselective synthesis of 2-aryl- and 2-vinyl-piperidines has been accomplished through a catalytic dynamic resolution (CDR) of N-Boc-2-lithiopiperidine. The method has been applied to the synthesis of both enantiomers of the tobacco alkaloid anabasine.

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