title: A novel strategy towards the synthesis of orthogonally functionalised 4-aminoglycosides.
abstract: A tethered nucleophilic substitution strategy for the stereoselective introduction of axially oriented amino functions on suitably protected gluco- and mannopyranosides is presented. The obtained oxazine is a versatile building block, which after some manipulation, could be used in the construction of highly functionalised oligosaccharides.
authors.affiliation: Leiden Institute of Chemistry, Leiden University, Gorlaeus Laboratories, PO Box 9502, 2300 RA Leiden, The Netherlands.
authors.forename: Leendert J
authors.initials: LJ
authors.lastname: van den Bos
authors.forename: Jeroen D C
authors.initials: JD
authors.lastname: Codée
authors.forename: Jacques H
authors.initials: JH
authors.lastname: van Boom
authors.forename: Herman S
authors.initials: HS
authors.lastname: Overkleeft
authors.forename: Gijsbert A
authors.initials: GA
authors.lastname: van der Marel
mesh_terms: D000617:Aminoglycosides / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000617:Aminoglycosides