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Glycosyl oxazolines serve as active donors for iterative synthesis of type I oligosaccharides.

Nitish VermaZhi-Jay TuSeptila RenataChun-Hung Lin
Published in: Chemical communications (Cambridge, England) (2024)
Synthesis of Galβ1 → 3GlcNAc-repeating saccharides is limited mainly by the formation of less-reactive oxazolines. We herein report an expeditious approach that requires trichloroacetyloxazolines as reactive glycosyl donors. Using only two disaccharide building blocks, the iterative oxazoline formation and glycosylation synthesized hexa- and octasaccharides with overall yields of 47% and 26% in four and six steps, respectively.
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