title: The synthesis of cyclic imidates from amides of glucuronic acid and investigation of glycosidation reactions.
abstract: The synthesis of novel cyclic glycosyl imidates and an investigation of their potential as donors in glycosidation reactions is described. The results show that 1,2-cis glycosides obtained from the reactions of glycosyl acetates or cyclic imidates, each derived from amides of glucuronic acid, result from the anomerisation of initially formed 1,2-trans glycosides.
authors.affiliation: UCD School of Chemistry and Chemical Biology, Centre for Synthesis and Chemical Biology, Conway Institute of Biomolecular and Biomedical Research, University College Dublin, Belfield, Dublin 4, Ireland.
authors.forename: Linda
authors.initials: L
authors.lastname: Cronin
authors.forename: Manuela
authors.initials: M
authors.lastname: Tosin
authors.forename: Helge
authors.initials: H
authors.lastname: Müller-Bunz
authors.forename: Paul V
authors.initials: PV
authors.lastname: Murphy
mesh_terms: D000577:Amides / Q000737:chemistry*; D020723:Glucuronic Acid / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D006031:Glycosylation; D007096:Imidoesters / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000577:Amides; D006027:Glycosides; D007096:Imidoesters; D020723:Glucuronic Acid