Novel carbonyl-dependent regioselective allylation via diethylzinc- mediated umpolung of π-allylpalladium

Article abstract of DOI:10.1016/S0040-4039(98)01448-8

Palladium-catalyzed allylation of carbonyls (1.1 - 1.5 mmol) with allylic esters 3a-d (1 mmol) in the presence of Pd(PPh₃)₄ (0.05 mmol) and Et₂Zn (2.4 mmol) in THF at room temperature shows marked carbonyl-dependent regioselectivity, providing α-allylation products 5 with benzaldehyde and γ-allylation products 6 with acetone and ethyl acetate.