BINOL-Ti-Catalyzed Synthesis of Tertiary Homoallylic Alcohols: The First Catalytic Asymmetric Allylation of Ketones

Abstract

The first catalytic asymmetric allylation of simple ketones is realized using tetraallyltin as allylating reactant and BINOL-Ti as chiral catalyst. Fast reaction, good yield, and moderate enantioselectivity is achieved with aromatic and α,β-unsaturated ketones, while aliphatic ketones afford lower enatiomeric excess.