title: Preparation of alpha-C-glycosides from glycals.
abstract: [reaction: see text]. A novel approach to simple C-glycosides is reported. Reductive ring opening of 1,2-anhydro sugars with titanocene(III) chloride produces an anomeric radical that can be trapped with a variety of agents. The reaction stereospecifically affords alpha-glycosides and produces a free C-2 hydroxyl group allowing for further elaboration.
authors.affiliation: Department of Chemistry & Biochemistry, University of California, Santa Barbara, Santa Barbara, California 93106, USA.
authors.forename: J D
authors.initials: JD
authors.lastname: Parrish
authors.forename: R Daniel
authors.initials: RD
authors.lastname: Little
mesh_terms: D002125:Calcium Gluconate / Q000031:analogs & derivatives* / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D010084:Oxidation-Reduction
chemical_list: D006027:Glycosides; D007202:Indicators and Reagents; D002125:Calcium Gluconate