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Updated: Sep 14, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Stereo- and Regioselective Palladium-Catalyzed Intermolecular 3,4-Dialkoxylation of Conjugated Dienes with Aliphatic
Gang Wang1, Fei Wu1, Liang-Quan Lin1
1Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an 710127, P. R. China.
Abstract:
In contrast to synthesizing gem-diether compounds from alkenes via a palladium-catalyzed cascade Wacker-type process, the synthesis of o-diether compounds by the method remains a challenge. Herein, a palladium-catalyzed cascade Wacker-type process of conjugated dienes and aliphatic alcohols is reported to synthesize α,β-unsaturated o-diether compounds with high stereo- and regioselectivity with a broad substrate scope. Mechanistic experiments have shown that the π-allyl-Pd intermediate formed by the oxypalladation of the conjugated diene is the key to the success of the reaction due to the difficulty of β-hydride elimination.
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