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Visible-Light-Driven, Copper-Catalyzed Decarboxylative C(sp3 )-H Alkylation of Glycine and Peptides.

Chao WangMengzhun GuoRupeng QiQinyu ShangQiang LiuShan WangLong ZhaoRui WangZhaoqing Xu
Published in: Angewandte Chemie (International ed. in English) (2018)
Despite a well-developed and growing body of work in Cu catalysis, the potential of Cu to serve as a photocatalyst remains underexplored. Reported herein is the first example of visible-light-induced Cu-catalyzed decarboxylative C(sp3 )-H alkylation of glycine for preparing α-alkylated unnatural α-amino acids. It merits mentioning that the mild conditions and the good functional-group tolerance allow the modification of peptides using this method. The mechanistic studies revealed that a radical-radical coupling pathway is involved in the reaction.
Keyphrases
  • visible light
  • amino acid
  • aqueous solution
  • room temperature
  • metal organic framework
  • single cell
  • human health
  • risk assessment