Total syntheses of two self-polymerizable carbocyclic analogues of 2'-deoxyribonucleosides

Article abstract of DOI:10.1002/hlca.19940770214

A short regio- and stereoselective synthesis of two carbocyclic 3'-deoxynucleoside analogues is described, the key step of which consists in the photosensitized addition of MeOH to a cyclopent-2-enone derivative. As in both cases functional groups capable to react with each other are present in the same molecule, the synthetic compounds can form polymers similar to oligonucleotides.