title: Removal of acid-labile protecting groups on carbohydrates using water-tolerant and recoverable vanadyl triflate catalyst.
abstract: Acetal, trityl, and TBDMS protecting groups on saccharides were subjected to alcoholysis using a catalytic amount of vanadyl triflate in an MeOH-CH2Cl2 solvent system. The configuration at the anomeric positions of saccharides was retained, and no glycosidic bond cleavage and oxidation of sulfides were observed. The presented method was easily implemented, compatible with diverse functional groups, and regioselective in some cases.
authors.affiliation: Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan.
authors.forename: Ming-Chung
authors.initials: MC
authors.lastname: Yan
authors.forename: Yeng-Nan
authors.initials: YN
authors.lastname: Chen
authors.forename: Huan-Ting
authors.initials: HT
authors.lastname: Wu
authors.forename: Chang-Ching
authors.initials: CC
authors.lastname: Lin
authors.forename: Chien-Tien
authors.initials: CT
authors.lastname: Chen
authors.forename: Chun-Cheng
authors.initials: CC
authors.lastname: Lin
mesh_terms: D000143:Acids / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry; D001597:Benzylidene Compounds / Q000737:chemistry; D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D014638:Vanadates / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
chemical_list: D000143:Acids; D000475:Alkenes; D001597:Benzylidene Compounds; D002241:Carbohydrates; D008698:Mesylates; C510339:vanadyl triflate; D014867:Water; D014638:Vanadates; C013658:propylene