Abstract

Abstract We wish to report that the acid catalyzed reaction of trimethylsilyl enol ethers with 2-mercaptoethanol gives hemithio ketals in moderate to good yield (eq 1).1 The reaction is analogous to the recently reported reaction of trimethylsilyl enol ethers with diols.2 The reaction is exothermic and rapid, requiring from 10 to 30 minutes for completion. A number of organic solvents were employed with essentially no change in t the results.3 The intermediate carbonium ion, I, is proposed to account for this reaction. The results of the reaction are shown in Table I.

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