The iodosulphonylation of conjugated dienes with sodium or mercury(II) toluene-p-sulphinate and iodine yields δ-iodoalkenyl sulphones stereoselectively. These compounds undergo stereospecific dehydrohalogenation to afford dienyl sulphones and nucleophilic substitution of the iodine atom to give δ-functionalized alkenyl sulphones.
J. Barluenga, J. M. Martínez-Gallo, C. Nájera, F. J. Fañanás and M. Yus, J. Chem. Soc., Perkin Trans. 1, 1987, 2605 DOI: 10.1039/P19870002605
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