Copper-catalyzed enantioselective conjugate addition of grignard reagents to acyclic enones

Fernando López; Syuzanna R Harutyunyan; Adriaan J Minnaard; Ben L Feringa

doi:10.1021/ja046632t

Copper-catalyzed enantioselective conjugate addition of grignard reagents to acyclic enones

J Am Chem Soc. 2004 Oct 13;126(40):12784-5. doi: 10.1021/ja046632t.

Authors

Fernando López¹, Syuzanna R Harutyunyan, Adriaan J Minnaard, Ben L Feringa

Affiliation

¹ Department of Organic Chemistry and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.

PMID: 15469267
DOI: 10.1021/ja046632t

Abstract

A highly enantioselective Cu-catalyzed addition of Grignard reagents to acyclic aliphatic enones is described. In the presence of 5 mol % of CuBr.SMe2 and 6 mol % of JosiPhos diphosphine aliphatic enones react with Grignard reagents to provide beta-substituted linear ketones with high yields, regio-, and enantioselectivities.