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Updated: Sep 10, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Strategic Leverage of β-OH Elimination for Catalytic Assembly of Alkylidenecyclopropanes
Wenyu Gao1, Mengbing He1, Xingran Yang1
1Faculty of Chemistry and Life Science, Changchun University of Technology, 2055 Yan'An Street, Changchun, Jilin 130012, China.
Abstract:
We report the transition-metal-catalyzed synthesis of ACP from readily available cyclopropenyl α-carbon alcohols and their O-alkyl ethers via a catalytic addition-elimination strategy. The Rh-catalyzed arylation (alkenylation) and Ni-catalyzed borylation and silylation proceed via OH (OR)-directed addition with subsequent OH (OR) elimination events to deliver various functionalized ACPs (FACPs) with broad functional group compatibility and good to high yields. The products serve as a synthetic linchpin for more elaborate scaffolds such as cyclopropyl alcohol, skipped halogenated diene, 2H-naphthalene, indene, etc., significantly expanding the accessibility and synthetic utility of ACPs.
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