Abstract
The reactions of 11 kinds of tetroxans with antimony pentachloride have been investigated. A mixture of ketone (aldehyde) and ester (carboxylic acid) was obtained, the ratio of which was found to depend on the substituents. In the presence of the catalyst cis-3,6-bis(3-benzoylpropyl)-1,2,4,5-tetroxan rearranges to the trans-isomer. In the reaction of some tetroxans with liquid sulphur dioxide, a mixture of ester and ketone was obtained in a molar ratio of 1 :1. Reductive ozonolysis of some alkenes in the presence of 10 mol equiv. of sulphur dioxide in methylene chloride gave the corresponding carbonyl compounds in good yields.
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