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

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Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan
Cite this: Org. Lett. 2001, 3, 12, 1937–1939
Publication Date (Web):May 17, 2001
https://doi.org/10.1021/ol015980m
Copyright © 2001 American Chemical Society

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    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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    Experimental procedures and spectral data for compounds 4ag, and 6a. This material is available free of charge via the Internet at http://pubs.acs.org.

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