title: Stereocontrolled synthesis of beta-2'-deoxy and 2',3'-dideoxynucleosides by intramolecular glycosylation.
abstract: Intramolecular glycosylation of phenyl 3-O-benzyl-2-deoxy-5-O-(4-methoxy-2-pyrimidyl)-1-thio-D-ribofuranoside and 2,3-dideoxy-5-O-(4-methoxy-2-pyrimidyl)-1-thio-D-glycero-pentofuranos ide by activation with dimethyl(methylthio)-sulfonium tetrafluoroborate followed by hydrolysis gave the corresponding beta-2'-deoxy and beta-2',3'-dideoxypyrimidine nucleoside derivatives respectively in good yields.
authors.affiliation: Noguchi Institute, Tokyo, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Sugimura
authors.forename: K
authors.initials: K
authors.lastname: Sujino
authors.forename: M
authors.initials: M
authors.lastname: Motegi
mesh_terms: D003853:Deoxyribonucleosides / Q000138:chemical synthesis*; D015224:Dideoxynucleosides / Q000138:chemical synthesis*; D006031:Glycosylation; D006868:Hydrolysis; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D003853:Deoxyribonucleosides; D015224:Dideoxynucleosides; D011741:Pyrimidine Nucleosides