Ultrasound-promoted carbonyl allylation by allylic alcohols with palladium–tin dichloride in nonpolar solvents: inversed regiocontrol of carbonyl allylation in polar solvents

Abstract

Heterogeneous carbonyl allylation by γ-substituted allylic alcohols with Pd–SnCl₂ in a nonpolar solvent such as diethyl ether was promoted by ultrasound to cause α-addition, with a regioselectivity which is the inverse of that in homogeneous carbonyl allylation in polar solvents such as dimethylformamide, 1,3-dimethylimidazolidin-2-one and tetrahydrofuran–H₂O.