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Regioselectivity of the 1,3-Oxathiolane Formation in the Lewis Acid-Catalyzed Reaction of Thioketones with Asymmetrically Substituted Oxiranes

✍ Scribed by Changchun Fu; Anthony Linden; Heinz Heimgartner


Publisher
John Wiley and Sons
Year
2001
Tongue
German
Weight
424 KB
Volume
84
Category
Article
ISSN
0018-019X

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The substituted thiourea, 4-methyl-3-thiosemicarbazide, was oxidized by iodate in acidic medium. In high acid concentrations and in stoichiometric excess of iodate, the reaction displays an induction period followed by the formation of aqueous iodine. In stoichiometric excess of methylthiosemicarbaz