title: Asymmetric palladium-catalyzed allylic alkylation using dialkylzinc reagents: a remarkable ligand effect.
abstract: A serendipitously discovered palladium-catalyzed asymmetric allylic alkylation reaction with diorganozinc reagents, which displays broad functional group compatibility, is reported. This novel transformation hinges on a remarkable ligand effect which overrides the standard "umpolung" reactivity of allyl-palladium intermediates in the presence of dialkylzincs. Owing to its mild conditions, enantioselective allylic alkylations of racemic allylic electrophiles are possible in the presence of sensitive functional groups.
authors.affiliation: Faculty of Chemistry, Institute of Organic Chemistry, Währinger Strasse 38, 1090 Vienna (Austria).
authors.forename: Antonio
authors.initials: A
authors.lastname: Misale
authors.forename: Supaporn
authors.initials: S
authors.lastname: Niyomchon
authors.forename: Marco
authors.initials: M
authors.lastname: Luparia
authors.forename: Nuno
authors.initials: N
authors.lastname: Maulide
keywords: alkylation; deracemization; diethylzinc; enantioselectivity; palladium