title: Deoxygenation at the C3 position of D- and L-arabinofuranose: stereospecific access to enantiomeric cordycepose derivatives.
abstract: Efficient synthesis of 3-deoxy-1,2-O-isopropylidene-β-D- and β-L-threo-pentofuranose (1,2-O-isopropylidene-β-D- and β-L-cordycepose) was accomplished starting from D- and L-arabinofuranose derivatives, respectively, by the action of LiBH(Et)3 on corresponding intermediate 3-O-lyxofuranosyl trifluoromethanesulfonates.
authors.affiliation: Departamento de Química, Universidade Federal Rural de Pernambuco, 52171-900 Recife, PE, Brazil.
authors.forename: Fábio
authors.initials: F
authors.lastname: da Paixão Soares
authors.forename: Maria Joselice E
authors.initials: MJ
authors.lastname: Silva
authors.forename: Bogdan
authors.initials: B
authors.lastname: Doboszewski
mesh_terms: D001089:Arabinose / Q000031:analogs & derivatives* / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: C431714:arabinofuranose; D001089:Arabinose; D010100:Oxygen
keywords: Arabinose; Chiral pool; Cordycepose; Deoxygenation; Stereoselective synthesis