4.8 Article

A Dual-Catalysis/Anion-Binding Approach to the Kinetic Resolution of Allylic Amines

Journal

ORGANIC LETTERS
Volume 13, Issue 9, Pages 2464-2467

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200712b

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Funding

  1. Rutgers, The State University of New Jersey
  2. US Department of Education

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A dual-catalysis approach enables the small-molecule catalyzed kinetic resolution of allylic amines by acylation. By employing 2 mol % of each 4-(pyrrolidin D)pyridine (PPY) and a readily available chiral hydrogen-bonding cocatalyst, the first nonenzymatic kinetic resolution of allylic amines was accomplished with s factors of up to 20.

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