Copper-Catalyzed Asymmetric Reductive Allylation of Ketones with 1,3-Dienes

Abstract

A catalytic chemo-, regio-, and enantioselective allylation of ketones with 1,3 dienes in the presence of ( R, R)-Ph-BPE ligated Cu catalyst and hydrosilane is presented. This method provides a straightforward and alternative avenue to synthesize chiral homoallylic tertiary alcohols with 1,3-dienes as the latent allylic nucleophiles and avoids the traditional reliance on stoichiometric quantities of allylmetal reagents. This transformation proceeds under very mild conditions and displays good functional group tolerance and could be performed on a gram-scale.