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Updated: Oct 3, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Ruthenium-catalyzed stereo- and chemoselective oxidative coupling of vinyl ketones: efficient access to
Dattatraya H Dethe1, Appasaheb K Nirpal1, Nagabhushana C Beeralingappa1
1Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, 208016, India. ddethe@iitk.ac.in.
Abstract:
A Ru-catalyzed direct oxidative coupling reaction of vinyl ketones was developed. It offers a straightforward and atom-economical protocol for the synthesis of functionalized (E,E)-1,6-dioxo-2,4-diene derivatives in moderate to good yields with excellent stereo- and chemoselectivities. In addition, the synthetic utility of this method was further demonstrated by its application to the synthesis of bioactive natural products such as (7E,9E)-henicosa-7,9-diene-6,11-dione (sex pheromone), ostopanic acid (plant anticancer agent), JA (anti-tumor agent) and the southern part (C1-C13) of the antibiotic macrolactin-T.
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