title: Diastereocontrolled synthesis of phosphorothioate DNA via an oxazaphospholidine approach using a novel class of activators, dialkyl(cyanomethyl)ammonium salts.
abstract: Dialkyl(cyanomethyl)ammonium salts 1 were synthesized and used as a novel class of activators for the stereospecific condensations of diastereopure nucleoside 3'-O-oxazaphospholidines with a nucleoside. This new oxazaphospholidine method could efficiently produce both (Rp)- and (Sp)-dinucleoside phosphorothioates.
authors.affiliation: Department of Integrated Biosciences, Graduate School of Frontier Sciences, The University of Tokyo, Kashiwa, Chiba, Japan.
authors.forename: Natsuhisa
authors.initials: N
authors.lastname: Oka
authors.forename: Takeshi
authors.initials: T
authors.lastname: Wada
authors.forename: Kazuhiko
authors.initials: K
authors.lastname: Saigo
mesh_terms: D004247:DNA / Q000138:chemical synthesis* / Q000737:chemistry; D003853:Deoxyribonucleosides / Q000138:chemical synthesis; D007202:Indicators and Reagents; D010080:Oxazoles; D010710:Phosphates; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D003853:Deoxyribonucleosides; D007202:Indicators and Reagents; D010080:Oxazoles; D010710:Phosphates; D000644:Quaternary Ammonium Compounds; C083120:phosphorodithioic acid; D004247:DNA