Abstract:2Reaction of enamine sultone 1 with a 1:1 mixture of water and acetonitrile in the presence of acetic acid (pH=5-6) allowed its efficient transformation into the hemiaminal 3. Unexpectedly, 3 underwent an spontaneous intermolecular reaction with acetone to give the novel tetracyclic nucleosides 5 and 6.The unique tetracyclic structure of 5 and 6 prompted us to start a study to explain their formation. A transient iminium intermediate, as result of the condensation of 3 with acetone, has been observed using NMR… Show more
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