title: Propargyl 1,2-orthoesters for a catalytic and stereoselective synthesis of pyrimidine nucleosides.
abstract: Pyrimidine nucleosides are synthesized by using propargyl 1,2-orthoesters and Au(III) salt as a catalyst. Strategically positioned 1,2-orthoesters are found to yield only 1,2-trans nucleosides and enable preparation of 2'-OH containing pyrimidine nucleosides. The glycosyl donor employed in this study is stable and easily accessible. The identified high-yielding protocol is mild, diastereoselective, and catalytic.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education & Research , Pune 411 021, India.
authors.forename: Boddu Venkateswara
authors.initials: BV
authors.lastname: Rao
authors.forename: Sujit
authors.initials: S
authors.lastname: Manmode
authors.forename: Srinivas
authors.initials: S
authors.lastname: Hotha
mesh_terms: D002384:Catalysis; D004952:Esters; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry*; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D004952:Esters; D011741:Pyrimidine Nucleosides; D010293:Pargyline