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Updated: Apr 28, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Asymmetric palladium-catalyzed allylic alkylation using dialkylzinc reagents: a remarkable ligand effect
Antonio Misale1, Supaporn Niyomchon, Marco Luparia
1Faculty of Chemistry, Institute of Organic Chemistry, Währinger Strasse 38, 1090 Vienna (Austria).
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.
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