N-(para-Methoxyphenylpropargyl) Pyrrole-2-carboxylate (PPPC) Glycosides as Donors for Glycosylation

We developed glycosyl N-(para-methoxyphenylpropargyl) pyrrole-2-carboxylates (PPPCs) as highly effective donors for chemical glycosylation. The modular design and exceptional stability of the acid precursor provide PPPC donors with synthetic versatility and ease of use. Activated by NIS/TMSOTf, PPPC donors exhibit a broad compatibility for both O- and N-glycosylation reactions. Their distinct reactivity gradient enables streamlined one-pot syntheses, complementing thioglycosides and imidates. These features position PPPC donors as promising tools for advancing carbohydrate chemistry.