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Updated: Apr 18, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Highly diastereoselective palladium-catalyzed indium-mediated allylation of chiral hydrazones
Narayanaganesh Balasubramanian1, Tanmay Mandal, Gregory R Cook
1Department of Chemistry and Biochemistry, North Dakota State University , P.O. Box 6050, Fargo, North Dakota 58108-6050, United States.
Abstract:
The general and efficient palladium-catalyzed indium-mediated allylation of chiral hydrazones was accomplished with excellent yield (72-92%) and diastereoselectivity (up to 99:1). The development of this reaction and the substrate scope are described. The conversion was found to be proportional to the phosphine concentration, which provided insight into the mechanism and competing pathways of the redox transmetalation process.
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