The glycosidic bond of 3-β-D-ribofuranosylwye (1) has been found to undergo not only hydrogen ion catalysed cleavage but also general base catalysed or nucleophilic cleavage; steric assistance has been shown to account for its unusual susceptibility to acid.
T. Itaya and T. Harada, J. Chem. Soc., Chem. Commun., 1984, 858 DOI: 10.1039/C39840000858
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