Novel convenient syntheses of LNA [2.2.1]bicyclo nucleosides

Article abstract of DOI:10.1016/S0040-4039(98)00706-0

LNA (Locked Nucleic Acids) is a novel oligonucleotide analogue containing [2.2.1]bicycle nucleoside monomers. A novel and significantly improved method for convergent synthesis of LNA [2.2.1]bicycle nucleosides using a 4-C-tosyloxymethyl-1,2-di-O-acetyl furanose as a key synthon is described. In addition, an alternative, robust linear approach allowing selective formation of the desired [2.2.1]bicyclo LNA nucleosides via a tricyclic nucleoside intermediate is introduced.