4.7 Article

Cooperative Catalysis with Iron and a Chiral Bronsted Acid for Asymmetric Reductive Amination of Ketones

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 356, Issue 16, Pages 3451-3455

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400328

Keywords

amines; Bronsted acids; catalysis; iron; reductive amination

Funding

  1. State of Mecklenburg-Western Pomerania
  2. BMBF
  3. National Science Foundation of China [21372091]
  4. Research Fund for Doctoral Program of Higher Education of China [20130144120003]
  5. Science and Technology Department of Hubei Provence, China [2012FFB03002]
  6. Central China Normal University

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The direct asymmetric reductive amination (DARA) of ketones with anilines is described by combining a chiral Bronsted acid (TRIP) and the non-chiral Knolker iron complex as the catalyst system. In situ-formed imines are reduced with molecular hydrogen to give chiral amines in high yields (90%) and enantioselectivities of up to 99% ee.

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