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Updated: Jul 26, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Pd-Catalyzed 1,3-Alkenylarylation of Skipped Diene via Metal Migration
Lucas J Chesley1, Dhruba P Poudel1, Rishi R Sapkota1
1Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States.
Abstract:
We disclose a palladium-catalyzed difunctionalization of skipped diene with alkenyl triflates and arylboronic acids to produce 1,3-alkenylarylated products. The reaction proceeded efficiently with Pd(acac)2 as a catalyst and CsF as a base for a wide range of electron-deficient and electron-rich arylboronic acids as well as oxygen-heterocyclic, sterically hindered, and complex natural product-derived alkenyl triflates bearing various functional groups. The reaction produced 3-aryl-5-alkenylcyclohexene derivatives with 1,3-syn-disubstituted stereochemistry.
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