A New Synthesis of trans-Iodohydrins using Iodine–Cerium(IV) Salts†

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C. Akira Horiuchi, Akira Ikeda, Miyuki Kanamori, Haruomi Hosokawa, Akira Ikeda, Miyuki Kanamori, Haruomi Hosokawa,, Takashi Sugiyama, T. Tomoyoshi Takahashi , Takashi Sugiyama and T. Tomoyoshi Takahashi


Abstract

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.


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