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Updated: Jul 31, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Synthesis of E-Dienyl Esters Using Acetylene as C2 Synthon
Boxiang Liu1, Zhicong Lin1, Tairan Cheng1
1Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P. R. China.
Abstract:
The stereoselective synthesis of dienyl esters with high atom- and step-economy has been largely unexplored. Herein, we report an efficient approach for the synthesis of E-dienyl esters via rhodium catalysis using carboxylic acid and acetylene as C2 synthon through the cascade of cyclometalation and C-O coupling. This protocol features mild conditions, excellent functional group tolerance, and exclusive E-stereoselectivity and utility in the late-stage modification of pharmaceuticals and natural products.
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