Synthesis of β-alkyl cyclopentanones in high enantiomeric excess via copper-catalyzed asymmetric conjugate reduction

…, DH Appella, V Jurkauskas, SL Buchwald

Index: Moritani, Yasunori; Appella, Daniel H.; Jurkauskas, Valdas; Buchwald, Stephen L. Journal of the American Chemical Society, 2000 , vol. 122, # 28 p. 6797 - 6798

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Citation Number: 164

Abstract

Most synthetic routes to chiral β-substituted cyclic ketones are based on the conjugate addition of nucleophiles to cyclic R, β-unsaturated ketones (Scheme 1a). 1 Recently, excellent catalysts for the asymmetric conjugate addition of nucleophiles to cyclic enones that contain a 6-or 7-membered ring have been discovered. 2 Highly enantioselective catalysts for conjugate addition of aryl, vinyl, 3 or enolate4 nucleophiles to ...