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Conformationally Constrained Glycosyl Donors as Tools to Control Glycosylation Outcomes

Robin Jeanneret, Simon E. Johnson, M. Carmen Galán

2020The Journal of Organic Chemistry48 citationsDOIOpen Access PDF

Abstract

The stereoselective synthesis of oligosaccharides remains one of the biggest challenges in carbohydrate chemistry. Many factors, including reaction conditions and the type of glycosyl donor and acceptor used, can affect the outcome of glycosylation reactions. In this Perspective, we discuss methods aimed to control the reactivity and stereoselectivity of glycosylation reactions using conformationally constrained glycosyl donors, with a focus on more recently developed chemistry.

Topics & Concepts

GlycosylationGlycosylGlycosyl donorStereoselectivityChemistryReactivity (psychology)Carbohydrate chemistryGlycosyltransferaseCombinatorial chemistryStereochemistryOrganic chemistryCatalysisBiochemistryEnzymeMedicineAlternative medicinePathologyCarbohydrate Chemistry and SynthesisGlycosylation and Glycoproteins ResearchEnzyme Production and Characterization
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