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Updated: Nov 1, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Ruthenium-catalyzed formal sp3 C-H activation of allylsilanes/esters with olefins: efficient access to functionalized
Dattatraya H Dethe1, Nagabhushana C Beeralingappa1, Saikat Das1
1Department of Chemistry, Indian Institute of Technology Kanpur Kanpur 208016 India ddethe@iitk.ac.in.
Abstract:
Ru-catalysed oxidative coupling of allylsilanes and allyl esters with activated olefins has been developed via isomerization followed by C(allyl)-H activation providing efficient access to stereodefined 1,3-dienes in excellent yields. Mild reaction conditions, less expensive catalysts, and excellent regio- and diastereoselectivity ensure universality of the reaction. In addition, the unique power of this reaction was illustrated by performing the Diels-Alder reaction, and enantioselective synthesis of highly functionalized cyclohexenone and piperidine and finally synthetic utility was further demonstrated by the efficient synthesis of norpyrenophorin, an antifungal agent.
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