Copper-Catalyzed Enantioselective Conjugate Addition of Grignard Reagents to Acyclic Enones

Fernando López, Syuzanna R. Harutyunyan, Adriaan J. Minnaard and Ben L. Feringa*

*Department of Organic Chemistry and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands, Email: B.L.Feringachem.rug.nl

F. López, S. R. Harutyunyan, A. J. Minnaard, B. L. Feringa, J. Am. Chem. Soc., 2004, 126, 12784-12785.

DOI: 10.1021/ja046632t

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Abstract

A highly enantioselective addition of Grignard reagents to acyclic aliphatic enones provides β-substituted linear ketones with high yields, regio-, and enantioselectivities in the presence of 5 mol % of CuBr·SMe₂ and 6 mol % of JosiPhos diphosphine.

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Key Words

1,4-additions

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ID: J48-Y2004-1730