Estudos visando a sÃntese de 7-hidroxi-6,11-ciclofarnes-3(15)-EN-2-ONA

AUTOR(ES)

Juliana Alves Vale

DATA DE PUBLICAÇÃO

2002

RESUMO

In this work we describe alternative synthetic routes toward the preparation of a new α,β-unsaturated sesquiterpene with antibacterial activity isolated from Premma oligotricha. Baeyer-Villiger oxidation of trimethyldecalone (51a) yielded the corresponding lactone intermediate (52a) which was submitted to several sulfophenyl- and hydroxymethylation conditions. In one case, the undesired carboxylic derivatives (70a) and (70b) were obtained. The hydroxymathylation of these compounds gave unsatisfactory results. In this way, a new route based on the hydroxy- or alcoxymethylation of decalone (51a) were performed using several reaction conditions before the Baeyer-Villiger oxidation. This methodology yielded two new α-alcoxymethylated compounds (79) and (81) which are advanced intermediates on the synthesis of the desired natural product

ASSUNTO(S)

oxidaÃÃo de baeyer-villiger atividade antibacteriana rotas sintÃticas quimica

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