Cu-Catalyzed Enantioselective Reductive Coupling of 1,3-Dienes and Aldimines

Catalytic chemo- and enantioselective generation of 1,3-disubstituted allyl–Cu complexes from a Cu–H addition to 1,3-dienes followed by in situ reactions with aldimines to construct homoallylic amines is presented. The method is distinguished by an unprecedented pathway to generate enantiomerically enriched allyl–Cu species, allowing reactions with a wide range of aldimines in high chemo-, site-, diastereo-, and enantioselectivity. Functionalization provides useful building blocks that are otherwise difficult to access.