M. Kawatsura et al., REGIOCONTROL IN PALLADIUM-CATALYZED ALLYLIC ALKYLATION BY ADDITION OFLITHIUM IODIDE, Chemical communications, (2), 1998, pp. 217-218
Regioselectivity in the palladium-catalysed allylic alkylation of 1-ar
ylprop-2-enyl acetates [ArCH(OAc)CH=CH2] or (E)-3-phenylprop-2-enyl ac
etate (PhCH=CHCH2OAc) with sodium enolates of soft carbon nucleophiles
is controlled by addition of a catalytic amount of lithium iodide to
give lienar products [O-ArCH=CHCH(2)Nu] exclusively; their branch isom
ers [ArCH(Nu)CH=CH2] were not detected.