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γ-Alkylation of Alcohols Enabled by Visible-Light Induced 1,6-Hydrogen Atom Transfer.

Wei ShuHui ZhangYan Huang
Published in: Organic letters (2019)
Site-selective remote alkylation of alcohol is attractive but challenging in organic synthesis. Herein, we report a novel visible-light mediated γ-alkylation of alcohol derivatives via the formation of Csp3-Csp3 bond through Csp3-H bond functionalization under mild conditions. The use of sulfamate esters enables the directed, otherwise rare 1,6-HAT to generate γ-selective C-centered radical, which is complementary to δ-selective 1,5-HAT of alcohols. This redox-neutral protocol provides a general and operationally simple method to access γ-alkylated alcohols.
Keyphrases
  • visible light
  • electron transfer
  • randomized controlled trial
  • alcohol consumption
  • high glucose
  • diabetic rats
  • oxidative stress
  • drug induced
  • structure activity relationship