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Nucleosidic compounds containing a hydantoinic ring in their structure constitute an interesting group since the discovery of hydantocidin a natural hydantoinic nucleoside. 1 Particularly, there are different timidine analogs, obtained by a ring contraction strategy, with a five-membered heterocycle, namely methylhydantoin. For example, showdomicin is a broad-spectrum antibiotic isolated from Streptomyces showdoensis. 2 In this context and supported by our previous experience in the synthesis of 1,2,2,3-tetrasubstituted cyclobutanic derivatives, the reactivity of methylcyclobutylketones 1a-d and cyclobutanones 2a-d to obtain hydantoinic compounds was studied.

REACTIVITY STUDY OF METHYLCYCLOBUTYLKETONES AND CYCLOBUTANONES IN THE OBTENTION OF ANALOGS OF HYDANTOINIC NUCLEOSIDES