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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.
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Kato et al. (1985) studied this question.
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