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Alkene oxidatioh by an iron(II)/persulfate/acetic acid system
Authors:William E Fristad  John R Peterson
Institution:Department of Chemistry, University of Minnesota, Minneapolis, MN 55455, USA
Abstract:Mono- and disubstituted alkenes were converted to trans-vicinal diacetates by heating with an iron(II)/persulfate/acetic acid system. The synthetic utility and limitations were identified. A mechanism for the transformation is proposed which involves an initial addition of sulfate radical anion to the alkena followed by solvolysis, addition, hydrolysis, and aoetylation.
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