Asymmetric Catalytic Reductive Coupling of 1,3-Enynes and Aromatic Aldehydes

Advanced Synthesis & Catalysis 347(11-13), 1533-1536, DOI: 10.1002/adsc.200505175

Nickel-catalyzed reductive coupling reactions of 1,3-enynes and aromatic aldehydes efficiently afford conjugated dienols in excellent regioselectivity and modest enantioselectivity when conducted in the presence of catalytic amounts of a monodentate, P-chiral ferrocenyl phosphine ligand. 1-(Trimethylsilyl)-substituted enynes are shown to be effective coupling partners in these reactions, and the dienol products thus formed readily undergo protiodesilylation under mild conditions."