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The 3′-C-allyl furanose 4 has been used as a precursor for synthesis of the novel 2′-O,3′-C-linked bicyclic thymine nucleosides 15, 16, 20 and 25. The three bicyclic β-nucleosides 15, 20 and 25 have been incorporated into oligodeoxynucleotides. One of these nucleosides, dioxabicyclo[3.3.0]octane derivative 25, induces increased thermal stability of duplexes towards complementary RNA.
P. Nielsen, H. M. Pfundheller, C. Erik Olsen and J. Wengel, J. Chem. Soc., Perkin Trans. 1, 1997, 3423 DOI: 10.1039/A703176I
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