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Updated: Jan 8, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

Published on: June 21, 2017

光触媒による脱フッ素化アルケン-カルボニルカップリング：アリルアルコールへのアクセス

Ting-Ting Miao¹, Rong-Bin Liang¹, Xi Wang¹

¹College of Chemistry and Chemical Engineering, and Key (Guangdong-Hong Kong Joint) Laboratory for Preparation and Application of Ordered Structural Materials of Guangdong Province, Shantou University, Shantou 515063, P. R. China.

Organic letters

|December 20, 2025

Abstract:

The defluorinative coupling of fluoroalkenes with carbonyl compounds provides a direct and efficient strategy to valuable allylic alcohols. However, existing methods typically rely on transition-metal catalyst, stoichiometric reductants, or strongly reducing conditions. Herein, we report a photoredox catalyzed defluorinative coupling between fluoroalkenes and aliphatic carbonyls mediated by ligated boryl radicals, enabling the synthesis of both fluorinated and nonfluorinated allylic alcohols dictated by the choice of fluoroalkene substrate. This transition-metal-free protocol operates under mild conditions, exhibiting high Z/E stereoselectivity and broad substrate scope.

キーワード:

光触媒脱フッ素化カップリング反応アリルアルコール有機合成

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Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols

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A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

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Published on: August 16, 2018

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