title: Bicyclic nucleosides; stereoselective dihydroxylation and 2'-deoxygenation.
abstract: A series of polyhydroxylated bicyclic nucleoside derivatives is approached applying stereoselective dihydroxylation reactions. Three out of four isomeric and protected products were obtained after the stereoselectivity of dihydroxylation has been completely inverted comparing a bicyclic nucleoside with a tricyclic furanose substrate. A corresponding 2'-deoxynucleoside derivative has been obtained after an optimized deoxygenation procedure.
authors.affiliation: Department of Chemistry, University of Southern Denmark, 5230 Odense M, Denmark.
authors.forename: Jacob
authors.initials: J
authors.lastname: Ravn
authors.forename: Morten
authors.initials: M
authors.lastname: Freitag
authors.forename: Poul
authors.initials: P
authors.lastname: Nielsen
mesh_terms: D006900:Hydroxylation; D019906:Nuclear Magnetic Resonance, Biomolecular; D009705:Nucleosides / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*
chemical_list: D009705:Nucleosides; D010100:Oxygen