title: Catalytic oxidation-phosphorylation of glycals: rate acceleration and enhancement of selectivity with added nitrogen ligands in common organic solvents.
abstract: The first general catalytic oxidation of glycals has been developed to afford useful glycosyl phosphates in high yield and selectivity in a domino process with the use of catalytic methyltrioxorhenium, urea hydrogen peroxide, stoichiometric dibutyl phosphate as nucleophile, and a substoichiometric amount of nitrogen ligands, such as pyridine or imidazole, in organic solvents. [Structure: see text]
authors.affiliation: Dipartimento di Chimica Organica Ugo Schiff, Polo Scientifico, Università di Firenze, ICCOM C.N.R., via della Lastruccia 13, I-50019 Sesto Fiorentino, Florence, Italy.
authors.forename: Gianluca
authors.initials: G
authors.lastname: Soldaini
authors.forename: Francesca
authors.initials: F
authors.lastname: Cardona
authors.forename: Andrea
authors.initials: A
authors.lastname: Goti
mesh_terms: D002236:Carbohydrate Conformation; D002384:Catalysis; D006001:Glycoconjugates / Q000138:chemical synthesis; D007700:Kinetics; D008024:Ligands; D009005:Monosaccharides / Q000138:chemical synthesis*; D009584:Nitrogen; D009844:Oligosaccharides / Q000138:chemical synthesis; D009930:Organic Chemicals; D010084:Oxidation-Reduction; D010766:Phosphorylation; D012997:Solvents
chemical_list: D006001:Glycoconjugates; D008024:Ligands; D009005:Monosaccharides; D009844:Oligosaccharides; D009930:Organic Chemicals; D012997:Solvents; D009584:Nitrogen