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The reaction of 2-substituted cycloalkanones with cerium(IV) sulfate tetrahydrate (CS) in alcohols and acetic acid gave the corresponding alkyl esters of oxo acids (80—96%) and oxo acids (78—96%), respectively, by oxidative cleavage of the C(R)–C=O bond. In the case of 2-iodocycloalkanones in methanol, the dimethyl ester was obtained in good yield. A treatment of 5α-cholestan-3-one with CS in methanol produced 2-acetal 3-ester of 2,3-seco derivative in good yield. The effects of cerium(IV) and copper(II) salts are also discussed.

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The reaction of α,β-unsaturated ketones with cerium (IV) sulfate tetrahydrate [Ce(SO 4 ) 2 ·4H 2 O, CS] in acetic acid gave the corresponding β-acetoxy ketones. In the case of 2-cyclohexen-1-one with CS in acetic acid, benzobicyclo[2.2.2]octen-2-one was obtained. The reaction mechanism also was proposed. Moreover, we report the aromatization and esterification of (R)-(−)-carvone by CS in acetic acid.