4.8 Article

Highly Diastereoselective Switchable Enantioselective Mannich Reaction of Glycine Derivatives with Imines

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 44, Pages 14362-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja804527r

Keywords

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Funding

  1. Major Basic Research Development Program [2006CB806106]
  2. National Natural Science Foundation of China [20532050, 20672130]
  3. Chinese Academy of Sciences
  4. Shanghai Committee of Science and Technology
  5. Croucher Foundation of Hong Kong
  6. Hong Kong Croucher Foundation

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Tuning of diastereoselectivity was realized in the Mannich reaction of glycine derivatives with aromatic and aliphatic N-Ts imines using CuClO4-FcPHOX ligand 4b and 4f having an MeO group at the 4-position and F atom at the 3,5-position of the phenyl ring on the P-atom respectively as catalyst, providing either anti- or syn-alpha,beta-diamino acid derivatives in high yields and in high diastereo- and enantioselectivities.

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