Synlett 1996; 1996(11): 1076-1078
DOI: 10.1055/s-1996-5693
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Effects of Ligands and Additive Alcohols on Enantioselection in Highly Efficient Asymmetric Borohydride Reduction of Ketones Catalyzed by Optically Active Aldiminato Cobalt(II) Complexes

Takushi Nagata1 , Kiyoaki D. Sugi1 , Tohru Yamada1 , Teruaki Mukaiyama2
  • 1Basic Research Laboratories for Organic Synthesis, Mitsui Petrochemical Industries, Ltd., Nagaura, Sodegaura, Chiba 299-02, Japan
  • 2Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka, Shijuku-ku, Tokyo 162, Japan
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Publikationsverlauf

Publikationsdatum:
31. Dezember 2000 (online)

Highly enantioselective reduction of ketones with sodium borohydride was achieved in the presence of a catalytic amount of optically active aldiminato cobalt(II) complexes to afford the corresponding secondary alcohols in quantitative yields with high enantiomeric excesses. The effects of ligands of the cobalt(II) complexes and of the additive alcohol pairs used for modification of the borohydride on the present reduction were described. The enantiofacial discrimination in the present asymmetric reduction was discussed based on the conformation of the cobalt complex determined by X-ray analysis.