title: Stereocontrolled synthesis of backbone-modified oligonucleotides via diastereopure H-phosphonate intermediates.
abstract: Synthesis of stereoregulated backbone-modified oligodeoxyribonucleotides via the corresponding diastereopure H-phosphonate intermediates is described. The diastereopure H-phosphonate intermediates were synthesized by using the nucleoside 3'-oxazaphospholidine monomers, and were stereospecifically converted into a variety of P-stereoregulated backbone-modified oligonucleotides, such as phosphorothioates, boranophosphates, and phosphoramidates, on a solid-support.
authors.affiliation: Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, Kashiwa, Chiba 277-8562, Japan.
authors.forename: Naoki
authors.initials: N
authors.lastname: Iwamoto
authors.forename: Natsuhisa
authors.initials: N
authors.lastname: Oka
authors.forename: Takeshi
authors.initials: T
authors.lastname: Wada
mesh_terms: D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D063065:Organophosphonates / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D009838:Oligodeoxyribonucleotides; D063065:Organophosphonates