title: Common side reactions of the glycosyl donor in chemical glycosylation.
abstract: Chemical glycosylation is central to carbohydrate chemistry and is generally recognised as a challenging reaction. This review describes the most reoccurring side reactions of glycosyl donors in glycosylation and how scientists have attempted to explain their observations and in some cases succeeded in solving a particular encountered problem. The topics covered are donor hydrolysis, elimination to form glycals, intermolecular aglycon transfer of thioglycosides and glycosyl imidate rearrangement.
authors: Department of Chemistry, Aarhus University, Langelandsgade 140, DK-8000 C, Aarhus, Denmark.
authors: Helle M
authors: HM
authors: Christensen
authors: Centre for Synthesis and Chemical Biology, School of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland. Electronic address: stefan.oscarson@ucd.ie.
authors: Stefan
authors: S
authors: Oscarson
authors: Department of Chemistry, Aarhus University, Langelandsgade 140, DK-8000 C, Aarhus, Denmark. Electronic address: hhj@chem.au.dk.
authors: Henrik H
authors: HH
authors: Jensen
mesh_terms: D006031:Glycosylation; D006868:Hydrolysis; D015394:Molecular Structure; D013865:Thioglycosides / Q000737:chemistry*
chemical_list: D013865:Thioglycosides
keywords: By-products; Elimination; Hydrolysis; Thioglycosides; Trichloroacetimidates