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Updated: Jun 5, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Visible light-mediated formal alkylation and [4+1]-cycloaddition strategies of silyl enol ethers with
Guilherme Cariello1, Rafael D C Gallo1, Victor M Deflon2
1Universidade Estadual de Campinas, Instituto de Química, CEP 13083-862, Campinas, SP, Brazil. ijurberg@unicamp.br.
Abstract:
A reaction sequence of visible light-mediated cyclopropanation/acid-promoted ring-opening is described for the formal alkylation of silyl enol ethers with aryldiazoacetates. Under the same conditions, the Danishefsky's diene can react with aryldiazoacetates to afford [4+1]-cycloaddition adducts. Key mechanistic aspects are proposed based on experimental evidence and DFT calculations.
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