title: Highly stereoselective synthesis of (2'R)-[2'-2H]-deoxyribonucleosides and synthesis of their oligonucleotides.
abstract: Highly stereoselective synthesis of (2'R)-[2'-2H]-2'-deoxyribonucleosides (2'R:2'S = > 99:1) were accomplished by treating 2'-bromo-3',5'-O-TPDS-2'-deoxyribonucleosides with tributyltin deuteride at lower temperatures such as -60 degrees C in the presence of triethylborane. Moreover, synthesis of some oligodeoxyribonucleosides involving them will be described.
authors.affiliation: Laboratory of Pharmaceutical Chemistry, Tokyo College of Pharmacy, Japan.
authors.forename: E
authors.initials: E
authors.lastname: Kawashima
authors.forename: T
authors.initials: T
authors.lastname: Sekine
authors.forename: M
authors.initials: M
authors.lastname: Miyahara
authors.forename: Y
authors.initials: Y
authors.lastname: Aoyama
authors.forename: I
authors.initials: I
authors.lastname: Hirao
authors.forename: M
authors.initials: M
authors.lastname: Kainosho
authors.forename: Y
authors.initials: Y
authors.lastname: Kyogoku
authors.forename: Y
authors.initials: Y
authors.lastname: Ishido
mesh_terms: D001880:Boranes / Q000737:chemistry; D003853:Deoxyribonucleosides / Q000138:chemical synthesis*; D009841:Oligonucleotides / Q000138:chemical synthesis*; D013237:Stereoisomerism; D014220:Trialkyltin Compounds / Q000737:chemistry
chemical_list: D001880:Boranes; D003853:Deoxyribonucleosides; D009841:Oligonucleotides; D014220:Trialkyltin Compounds; C011559:tributyltin; C079756:triethylborane