Diastereoselective Cobalt-Catalyzed Aldol and Michael Cycloreductions
Tae-Gon Baik, Ana Liza Luis, Long-Cheng Wang and Michael J. Krische*
*Department of Chemistry and Biochemistry, University of Texas at Austin,
Austin, Texas 78712, Email: mkrische
mail.utexas.edu
T.-G. Baik, A. L. Luis, L.-C. Wang, M. J. Krische, J. Am. Chem. Soc., 2001, 123, 5112-5113.
DOI: 10.1021/ja0040971
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Abstract
Catalytic enone hydrometallation represents a promising strategy for enolate generation, circumventing the utilization of preformed enol or enolate derivatives. Metal-catalyzed reductive condensation of α,β-unsaturated carbonyl compounds with aldehydes in the presence of a hydride donor enables highly diastereoselective aldol and Michael cycloreductions.
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proposed mechanism
R. R. Huddleston, D. F. Cauble, M. J. Krische, J. Org. Chem., 2003, 68, 11-14.
Key Words
β-hydroxy ketones, cyclohexanols, phenylsilane
ID: J48-Y2001
