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DOI: 10.1039/A905529K (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1999, 2923-2928

Formation of oxalo-substituted etheno derivatives in reactions of mucochloric acid with adenosine, guanosine and cytidine

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Jukka Mäki, Rainer Sjöholm and Leif Kronberg

Abstract

Treatment of the nucleosides adenosine, guanosine and cytidine with mucochloric acid in slightly acid aqueous solutions at 37 °C affords oxalo-substituted etheno derivatives of nucleosides (2a, 3a and 4a). The derivatives are structurally characterised by UV, 1H and 13C NMR spectroscopy and mass spectrometry. In addition, all the long-range 1H–13C couplings are assigned in the base moieties of the products. A plausible mechanism is presented for the formation of the products.

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