title: Stereo-controlled C-C bond formation at the anomeric position of uracil nucleosides.
abstract: Stereoselective synthesis of 1'-carbon-substituted uracil nucleosides has been achieved through face-selective bromo-pivaloyloxylation of a 1',2'-unsaturated derivative and successive SnCl4-promoted nucleophilic substitution with organosilicon reagents. This constitutes the first example of C-C bond formation at the anomeric position of nucleosides.
authors.affiliation: School of Pharmaceutical Sciences, Showa University, Tokyo, Japan.
authors.forename: K
authors.initials: K
authors.lastname: Haraguchi
authors.forename: Y
authors.initials: Y
authors.lastname: Itoh
authors.forename: H
authors.initials: H
authors.lastname: Tanaka
authors.forename: T
authors.initials: T
authors.lastname: Miyasaka
mesh_terms: D002244:Carbon / Q000737:chemistry*; D009705:Nucleosides / Q000737:chemistry*; D017646:Organosilicon Compounds / Q000737:chemistry; D013237:Stereoisomerism; D014498:Uracil / Q000737:chemistry*
chemical_list: D009705:Nucleosides; D017646:Organosilicon Compounds; D014498:Uracil; D002244:Carbon