title: Solid-phase de novo synthesis of a (+/-)-2-deoxy-glycoside.
abstract: The solid-phase synthesis of methyl 2-deoxy-3-O-benzyl-D,L-arabino-hexopyranoside was achieved in a six-step sequence via a de novo strategy based on the hetero-Diels-Alder reaction of a vinyl ether supported on an azalactone-functionalized polystyrene resin, followed by the functional modification of the heteroadduct and the final release of the methyl glycoside by acidic solvolysis.
authors.affiliation: UCO2M, UMR 6011 Centre National de la Recherche Scientifique, Université du Maine, Faculté des Sciences, Avenue Olivier Messiaen, Le Mans Cedex 9, France.
authors.forename: Céline
authors.initials: C
authors.lastname: Lucchesi
authors.forename: Amélie
authors.initials: A
authors.lastname: Arboré
authors.forename: Sagrario
authors.initials: S
authors.lastname: Pascual
authors.forename: Laurent
authors.initials: L
authors.lastname: Fontaine
authors.forename: Christian
authors.initials: C
authors.lastname: Maignan
authors.forename: Gilles
authors.initials: G
authors.lastname: Dujardin
mesh_terms: D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
chemical_list: D006027:Glycosides