Synfacts 2009(2): 0181-0181  
DOI: 10.1055/s-0028-1087505
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

1,4- versus 1,6-Selective Asymmetric Copper-Catalyzed Conjugate Addition

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
H. Hénon, M. Mauduit, A. Alexakis*
University of Geneva, Switzerland and Ecole Nationale Supérieure de Chimie de Rennes, France
Further Information

Publication History

Publication Date:
22 January 2009 (online)

Significance

Enantioselective 1,4-addition of ­organometallic reagents various Michael acceptors is well established; however, 1,6-addition is underdeveloped. This report demonstrates a highly enantioselective process for the conjugate 1,4-addition of Grignard reagents to α,β-γ,δ-unsaturated ketones and only moderate enantioselectivity for 1,6-adducts.