Issue 84, 2024

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

Abstract

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.

Graphical abstract: Glycosyl oxazolines serve as active donors for iterative synthesis of type I oligosaccharides

Supplementary files

Article information

Article type
Communication
Submitted
02 Jul 2024
Accepted
02 Sep 2024
First published
06 Sep 2024
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2024,60, 12173-12176

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

N. Verma, Z. Tu, S. Renata and C. Lin, Chem. Commun., 2024, 60, 12173 DOI: 10.1039/D4CC03247K

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