Abstract:

Nucleosidic compounds containing a hydantoinic ring in their structure constitute an interesting group since the discovery of hydantocidin a natural hydantoinic nucleoside. 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. 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.