EFFICIENT SYNTHESIS OF SOME 2-OXASPIRO[3.5]NONA-1-ONES AS ANISATIN MODELS

As a model study for the synthesis of anisatin, 2-oxaspiro[3.5]nonane and 5-hydroxy-5-methyl-2-oxaspiro[3.5]nonane were synthesized from methyl cyclohexanecarboxylate and 2-ethoxycarbonylcyclohexanone, respectively, and these oxetanes were submitted to ruthenium tetroxide oxidation to afford the corresponding β-lactones.