The reaction of cycloalkene with iodine-cerium(IV) ammonium nitrate (CAN) in acetonitrile-water (10 :1-1:1) affords the corresponding trans-iodohydrins and trans-iodonitrates; when iodine-cerium(IV) sulfate (CS) in acetonitrile-water (10 :1) at 50 °C is used, trans-iodohydrins are obtained preferentially.

Reaction of 1,3-cycloalkadienes (cyclopentadiene, cyclohexadiene, and cycloheptadiene) with iodine-cerium(IV) ammonium nitrate in alcohols, gave the corresponding regiospecific trans-2-alkoxy-1-iodo compounds as major products accompanied with 1,4-dialkoxy compounds as by-products. In the case of CH3CN-H2O as solvent, trans-iodohydrins were obtained. Thus the reaction of cyclic and acyclic 1,3-diene derivatives using this synthetic method afforded the 1,2-addition alkoxyiodo compounds preferentially.

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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.