Optically Active β-Ketoiminato Cationic Cobalt(III) Complexes:  Efficient Catalysts for Enantioselective Carbonyl-Ene Reaction of Glyoxal Derivatives

Satoko Kezuka, Taketo Ikeno, and Tohru Yamada*
Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan
Org. Lett., 2001, 3 (12), pp 1937–1939
DOI: 10.1021/ol015980m
Publication Date (Web): May 17, 2001
Copyright © 2001 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, yamada@chem.keio.ac.jp

Abstract

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Optically active β-ketoiminato cationic cobalt(III) complexes were synthesized as effective Lewis acid catalysts for the enantioselective carbonyl-ene reaction. In the presence of a catalytic amount of cobalt(III) hexafluoroantimonate derived from the optically active 1,2-diphenyl-1,2-ethanediamine, the carbonyl-ene reaction with a variety of alkenes and glyoxal derivatives smoothly proceeded to afford the corresponding homoallylic alcohols in good-to-high yields with high enantioselectivities.

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History

  • Published In Issue June 14, 2001
  • Received April 13, 2001

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