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Updated: May 11, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Gold-catalyzed reactions between alkenyldiazo carbonyl species and acetals
Vinayak Vishnu Pagar1, Appaso M Jadhav, Rai-Shung Liu
1Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC.
Abstract:
In the presence of catalyst IPrAuSbF6 catalyst (IPr = 1,3-bis(diisopropylphenyl)imidazol-2-ylidene), alkenyldiazo carbonyl species react with organic acetals to give E-configured alkyl 3,5-dimethoxy-5-pent-2-enoates stereoselectively. This reaction sequence comprises an initial Prins-type reaction, followed by gold carbene formation.
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