title: Regioselective benzoylation of glycopyranosides by benzoic anhydride in the presence of Cu(CF3COO)2.
abstract: Benzoylation of methyl and benzyl glycopyranosides by benzoic anhydride in acetonitrile in the presence of copper(II) trifluoroacetate as a promoter has given monobenzoates with a good yield and high regioselectivity. The composition of monobenzoates depended both on a configuration of hydroxyl groups and on a configuration of aglycone. The simple syntheses of the monobenzoates of some glycosides are offered.
authors.affiliation: GB Elyakov Pacific Institute of Bioorganic Chemistry, Far-East Branch, Russian Academy of Sciences, Vladivostok 690022, Russian Federation. evt@piboc.dvo.ru
authors.forename: Evgeny V
authors.initials: EV
authors.lastname: Evtushenko
mesh_terms: D001565:Benzoates / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D014269:Trifluoroacetic Acid / Q000737:chemistry*
chemical_list: D001565:Benzoates; D006027:Glycosides; D003300:Copper; C102988:benzoic anhydride; D014269:Trifluoroacetic Acid