title: Diastereo- and enantioselective synthesis of 1'-C-branched N,O-nucleosides.
abstract: A synthetic approach towards 1'-C-branched N,O-nucleosides is reported, based on 1,3-dipolar cycloaddition of ethoxycarbonylnitrone. The asymmetric version of the process exploits the presence of a chiral auxiliary at the carbon atom of nitrone and leads to beta-D and beta-L nucleosides in good yields.
authors.affiliation: Dipartimento Scienze Chimiche, Università di Catania, Catania, Italy. mgsaita@tiscali.it
authors.forename: M G
authors.initials: MG
authors.lastname: Saita
authors.forename: U
authors.initials: U
authors.lastname: Chiacchio
authors.forename: D
authors.initials: D
authors.lastname: Iannazzo
authors.forename: A
authors.initials: A
authors.lastname: Corsaro
authors.forename: P
authors.initials: P
authors.lastname: Merino
authors.forename: A
authors.initials: A
authors.lastname: Piperno
authors.forename: T
authors.initials: T
authors.lastname: Previtera
authors.forename: A
authors.initials: A
authors.lastname: Rescifina
authors.forename: G
authors.initials: G
authors.lastname: Romeo
authors.forename: R
authors.initials: R
authors.lastname: Romeo
mesh_terms: D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D009589:Nitrogen Oxides / Q000737:chemistry*; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007202:Indicators and Reagents; D009589:Nitrogen Oxides; D009705:Nucleosides; C479168:ethoxycarbonylnitrone; C015388:nitrones