Novel Types of N6,2′-Cyclonucleosides
- 1 January 1993
- journal article
- research article
- Published by Taylor & Francis in Nucleosides and Nucleotides
- Vol. 12 (1), 55-71
- https://doi.org/10.1080/07328319308016194
Abstract
Upon oxidation followed by treatment with hydroxylamine, the 3′,5′-diblocked uridine 1 gave the expected oxime 2 together with the N6,2′.cyclonucleoside 3 formed by nucleophilic attack of hydroxylamine at both C-6 and C-2′ positions. Reduction of 2 took place predominantly from the α face and the major D-arabino compound obtained gave the cyclonucleosides, 7 via Michael type addition. The structures of the novel cyclonucleosides, particularly their configuration at C-6 were established by X-ray diffraction.Keywords
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