Ring-Closing Alkyne Metathesis in the Synthesis of Alkyne-Linked Glycoamino Acids

Abstract

Synthesis of alkyne-linked glycoamino acids via ring- closing alkyne metathesis is investigated. Two different strategies are described to attach alkynylamino acids to an alkynyl sugar, ei- ther via a linker at O-4 or at O-9 of the alkynyl sugar. Ring-closing alkyne metathesis of the O-4 linked diynes failed to proceed, but alkyne-linked glycoamino acids of different chain length were ef- fectively synthesized via attachment at O-9.