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Updated: Jun 2, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Gold(I)-catalyzed intermolecular hydroarylation of allenes with nucleophilic arenes: scope and limitations
Michael A Tarselli1, Ann Liu, Michel R Gagné
1Caudill Laboratories, University of North Carolina, Chapel Hill, NC 27599, USA.
Abstract:
The addition of nucleophilic methoxyarenes to allenes proceeds at room temperature in dichloromethane with a catalytic amount of phosphite-gold(I) precatalyst and silver additive. The addition is regioselective for the allene terminus, and generates E-allylation products without the need for prefunctionalization of the synthons as organometallics or allyl bromides. Coordinating heteroaromatics and sterically hindered allenes do not participate in the reaction.
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