Organocatalytic Domino Michael-Aldol Reaction of Ketones and α,β-Unsaturated Trifluoromethyl Ketones

Abstract

Pyrrolidine-catalyzed domino Michael-aldol reaction of α,β-unsaturated trifluoromethyl ketones and ketones was achieved under mild conditions; β-hydroxy-β-trifluoromethyl cyclohexanones were obtained in high yields with good diastereoselectivities.

bicyclic compounds - cyclizations - domino reactions - organocatalytic - trifluoromethyl

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Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC 619907 (2a), CCDC 665816 (2m) and CCDC 665817 (2r). Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: [phone] or e-mail: [e-mail]].

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