3,4-Dicyano-2,5,6-Trifluorophenyl Glycosides as Electron-Deficient Fluoroarene Glycosyl Donors for Chemical Glycosylation

Here, we present 3,4-dicyano-2,5,6-trifluorophenyl glycosides as bench-stable, and reactive electron-deficient fluoroarene based glycosyl donors that can be prepared in one-step and be activated with catalytic amounts of TMSOTf. The glycosylation reaction conditions show tolerance towards acid/base sensitive protecting groups and have a different substrate scope with 68-89% yields. The electron-deficient fluoroarene-containing glycosyl donor enables the construction of O- and C-glycosides using both free alcohols and silylated alcohols, as well as C- nucleophiles as acceptors.