Nickel-Catalyzed Reductive Decarboxylative/Deaminative Glycosylation of Activated Aliphatic Acids and Primary Amines

Org Lett. 2023 Jul 14;25(27):5022-5026. doi: 10.1021/acs.orglett.3c01691. Epub 2023 Jul 3.

Abstract

This study describes the nickel-catalyzed reductive decarboxylative/deaminative glycosylation of activated aliphatic acids/amines. Various alkyl C-glycosides were efficiently constructed under simple and mild reaction conditions. The reactions were high-yielding and exhibited a broad substrate scope, thereby enabling the transformation of some structurally complex natural products and late-stage modifications of drugs.

MeSH terms

  • Amines*
  • Catalysis
  • Fatty Acids*
  • Glycosylation
  • Nickel

Substances

  • Fatty Acids
  • Amines
  • Nickel