title: Stereoselective synthesis of 2,3-unsaturated 1,6-oligosaccharides by means of a glycal-derived allyl epoxide and N-nosyl aziridine.
abstract: beta-D-threo- and 4-deoxy-4-amino-alpha-D-erythro-hex-2-enopyranosyl di- (n = 0) and trisaccharides (n = 1) of types A and B were synthetized by means of a reiterative, completely stereoselective glycosylation process which makes use of the D-galactal-derived allyl epoxide 1beta and D-allal-derived allyl N-nosyl aziridine 2alpha, respectively.
authors.affiliation: Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Pisa, Italy.
authors.forename: Valeria
authors.initials: V
authors.lastname: Di Bussolo
authors.forename: Lorenzo
authors.initials: L
authors.lastname: Checchia
authors.forename: Maria Rosaria
authors.initials: MR
authors.lastname: Romano
authors.forename: Mauro
authors.initials: M
authors.lastname: Pineschi
authors.forename: Paolo
authors.initials: P
authors.lastname: Crotti
mesh_terms: D001388:Aziridines / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry*; D006031:Glycosylation; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001388:Aziridines; D004852:Epoxy Compounds; D009844:Oligosaccharides; C033132:aziridine