4.6 Article

Stereoselective access to trisubstituted fluorinated alkenyl thioethers

Journal

CATALYSIS SCIENCE & TECHNOLOGY
Volume 7, Issue 9, Pages 1921-1927

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cy00076f

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Funding

  1. Ministere de l'Education Nationale de l'Enseignement Superieur et de la Recherche (MNESR)
  2. Centre National de la Recherche Scientifique (CNRS)
  3. Chimie ParisTech
  4. Ecole Normale Superieure (ENS)
  5. Agence Nationale de la Recherche (ANR)

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We report the first copper-catalyzed olefinic ethoxy carbonyl difluoromethylation of alkenyl thioethers via direct C-H bond functionalization using BrCF2COOEt. The developed methodology allows the preparation of trisubstituted olefins with a controlled stereochemistry. A mechanistic study is reported and a radical mechanism is revealed.

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