Synthesis of All Carbon Linked Glycoside Clusters Round Benzene Scaffold via Sonogashira-Heck-Cassar Cross-Coupling of Iodobenzenes with Ethynyl C-Glycosides

Abstract

The Pd-catalyzed carbon-carbon bond forming reaction between ethynyl C-glycosides and polyiodinated benzenes (Sonogashira-Heck-Cassar coupling) allows the introduction of various ethynylene glycoside chains on the phenyl ring thus creating glycoside clusters wherein the sugar moieties are linked to the benzene ring by an all carbon tether.