title: Synthesis of 3'alpha-carbo-substituted 2',3'-dideoxyribonucleosides from naturally occurring nucleosides.
abstract: Naturally occurring ribonucleosides, uridine and adenosine, were converted to their 3'alpha-CH2CO2Me and 3'alpha-CH2PO(OPh)2 2',3'-dideoxy analogues. The present reaction sequence starts with oxidative cleavage of the 2',3'-cis-diol system, and involves radical-mediated reconstruction of furanose ring as the key step.
authors.affiliation: School of Pharmaceutical Sciences, Showa University, Tokyo, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Kumamoto
authors.forename: H
authors.initials: H
authors.lastname: Tanaka
authors.forename: J
authors.initials: J
authors.lastname: Ogamino
authors.forename: H
authors.initials: H
authors.lastname: Suzuki
authors.forename: K
authors.initials: K
authors.lastname: Haraguchi
authors.forename: T
authors.initials: T
authors.lastname: Miyasaka
mesh_terms: D000241:Adenosine; D015224:Dideoxynucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D015195:Drug Design; D007202:Indicators and Reagents; D008968:Molecular Conformation; D014529:Uridine
chemical_list: D015224:Dideoxynucleosides; D007202:Indicators and Reagents; D000241:Adenosine; D014529:Uridine