4.6 Article

Essential reactive intermediates in nucleoside chemistry: cyclonucleoside cations

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 33, Pages 6624-6628

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob25868d

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Funding

  1. Ministry of Science and Technology of Israel [1471-1-99]
  2. Marcus Center for Medicinal Chemistry at Bar-Ilan University

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DFT-based modeling as well as experimental examination of model keto nucleosides have revealed that high susceptibility of these compounds to acids is due to formation of intermediate cyclonucleoside cations of low energy. Theoretically established chemical structures of these previously overlooked intermediates explain the reaction courses for a cluster of nucleoside reactions.

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