Abstract

Abstract In a previous publication1, we reported the study of ceric ammonium nitrate (CAN) oxidation of cyclic ketones. While ordinary ketones such as cyclohexanone, cyclopentanone, norbornanone furnished nitrato-carboxylic acids as the main products, adamantanone was uniquely oxidized to the corresponding lactone. We suggested that structurally constrained ketones would behave similarly, thus CAN oxidation may provide an alternative to the classical Baeyer-Villiger reaction2 which generally utilizes a peracid.

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