4.6 Article

Iridium-Catalyzed Asymmetric Hydrogenation of Imines

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 16, Issue 13, Pages 4003-4009

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200903418

Keywords

asymmetric catalysis; asymmetric hydrogenation; imines; iridium; N,P ligands

Funding

  1. Spanish Ministerio de Educacion, Ciencia y Deporte (MECD)
  2. Fundacion Espanola para la Ciencia y la Tecnologia (FECYT)
  3. Swiss National Science Foundation
  4. Federal Commission for Technology and Innovation (KTI)

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We have evaluated a wide range of iridium complexes derived from chiral oxazoline-based N,P ligands for the asymmetric hydrogenation of imines and identified three efficient catalysts. These catalysts are readily synthesized by straightforward convenient routes and are air and moisture stable. In the reduction of acetophenone N-arylimines and related acyclic substrates, excellent enantioselectivities (up to 96% ee) were obtained by using 0.1-0.5 mol% of catalyst at -20 degrees C and 5-50 bar hydrogen pressure.

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