Conformationally locked nucleosides. Synthesis and stereochemical assignments of 2'-C,4'-C-bridged bicyclonucleosides

Article abstract of DOI:10.1016/S0040-4020(99)00394-4

1-α-O-Methyl-3-O,5-O-TIPDS-arabinose was converted, in multiple steps, to 2,6-dioxabicyclo[3,2,1]octane derivatives, which were condensed with silylated nucleoside bases to give the desired 2',4'-bridged bicyclonucleosides. In this article, synthesis and stereochemical assignments of the bicyclonucleosides are described.