title: Versatile synthesis of rare nucleotide furanoses.
abstract: Direct activation of unprotected thioimidoyl furanosides yielded in only one step and few minutes a panel of rare uridine 5'-diphospho-furanoses. Diastereoselectivity of the reaction was tightly connected with reaction time, temperature, and nature of the furanosyl donor. This approach was totally selective since no ring expansion from the initial five-membered ring to the more stable pyranose form was observed.
authors.affiliation: Ecole Nationale Supérieure de Chimie de Rennes, Organic and Supramolecular Chemistry, CNRS, Avenue du Général Leclerc, F-35700 Rennes.
authors.forename: Pauline
authors.initials: P
authors.lastname: Peltier
authors.forename: Richard
authors.initials: R
authors.lastname: Daniellou
authors.forename: Caroline
authors.initials: C
authors.lastname: Nugier-Chauvin
authors.forename: Vincent
authors.initials: V
authors.lastname: Ferrières
mesh_terms: D007096:Imidoesters / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009711:Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D010766:Phosphorylation; D013438:Sulfhydryl Compounds / Q000737:chemistry; D014529:Uridine / Q000737:chemistry; D014530:Uridine Diphosphate / Q000737:chemistry
chemical_list: D007096:Imidoesters; D009711:Nucleotides; D013438:Sulfhydryl Compounds; D014530:Uridine Diphosphate; D014529:Uridine