The Pd/PMe-catalyzed allylation of 1-(cyanomethyl)naphthalenes with allyl acetates proved to be - rather than α-regioselective. This reaction is thought to proceed through ligand attack of the -carbon in the arenes, electronically enriched by a cyano-stabilized α-carbanion, to the (π-allyl)palladium and a 1,5-hydrogen shift of the -hydrogen from the dearomatized intermediate.
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