Regiocontrol in palladium-catalysed allylic alkylation by addition of lithium iodide
Abstract
Regioselectivity in the palladium-catalysed allylic alkylation of 1-arylprop-2-enyl acetates [ArCH(OAc)CHCH2] or (E)-3-phenylprop-2-enyl acetate (PhCH
CHCH2OAc) with sodium enolates of soft carbon nucleophiles is controlled by addition of a catalytic amount of lithium iodide to give lienar products [(E)-ArCH
CHCH2Nu] exclusively; their branch isomers [ArCH(Nu)CH
CH2] were not detected.