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Updated: May 23, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Palladium-catalyzed alkylation of 1,4-dienes by C-H activation
Barry M Trost1, Max M Hansmann, David A Thaisrivongs
1Department of Chemistry, Stanford University, CA 94305-5080, USA. bmtrost@stanford.edu.
Abstract:
Activated: the title reaction proceeds with a broad range of nucleophiles and variously substituted 1,4-dienes under mild conditions, and provides direct access to the corresponding 1,3-diene-containing products with high regio- and stereocontrol (see scheme; 2,6-DMBQ=2,6-dimethylbenzoquinone, EWG=electron-withdrawing group). This is the first catalytic allylic C-H alkylation that proceeds in the absence of sulfoxide ligands.
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