4.8 Article

A Rhodium IBiox[(-)-menthyl] Complex as a Highly Selective Catalyst for the Asymmetric Hydroarylation of Azabicyles: An Alternative Route to Epibatidine

Journal

ORGANIC LETTERS
Volume 12, Issue 14, Pages 3160-3163

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol101067d

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Funding

  1. NSERC
  2. University of Toronto

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The synthesis and characterization of a new chiral rhodium N-heterocyclic carbene complex, Rh(IBiox[(-)-menthyl](CO)(2)Cl, is reported. In addition, the very high enantioselectivity exhibited by this complex, as a catalyst for the asymmetric hydroarylation of azabicycles, is demonstrated and applied to the synthesis of epibatidine.

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