title: In(III) triflate-catalyzed detritylation and glycosylation by solvent-free ball milling.
abstract: A highly efficient In(III) triflate-assisted method for the detritylation of O-trityl derivatives of carbohydrates, phenols, and alcohols using solvent-free mechanochemical method is described. In the case of carbohydrates, further reaction in the presence of an acceptor sugar leads to highly efficient glycosylation in the same pot resulting in the formation of the desired glycoside-product in very high yields. The method was applied successfully to the synthesis of a combinatorial library of galactose-based (1,6)-linked cyclohexa-, hepta-, and octasaccharides on gram scale.
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), S.A.S. Nagar, Punjab, India.
authors.forename: Vajinder
authors.initials: V
authors.lastname: Kumar
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), S.A.S. Nagar, Punjab, India.
authors.forename: Narender
authors.initials: N
authors.lastname: Yadav
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), S.A.S. Nagar, Punjab, India. Electronic address: rkartha@niper.ac.in.
authors.forename: K P Ravindranathan
authors.initials: KP
authors.lastname: Kartha
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D004987:Ethers / Q000737:chemistry*; D005690:Galactose; D006027:Glycosides / Q000138:chemical synthesis; D006031:Glycosylation; D007204:Indium / Q000737:chemistry*; D012997:Solvents
chemical_list: D004987:Ethers; D006027:Glycosides; D012997:Solvents; D007204:Indium; D005690:Galactose
keywords: Ball milling; Detritylation; Glycosylation; Indium triflate; Solvent-free mechanochemistry