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(R) and (S) 1,1,2-triphenyl-1,2-ethandiols (1a) and (1b), upon treatment of their dichloromethane solutions with catalytic amounts of aminium salt cation radicals afforded mixtures of the corresponding pinacolones (Ph 3 CCHO, 90 %) (2), (Ph 2 CHCOPh, 10%) (3), whereas similar reactions, carried out in acetonitrile, led to consistent amounts of both pinacolones, together with benzophenone...
Catalytic amounts of aminium salts A-B induce the conversion of methylene chloride in solutions of several allyl and diallyl episulphides 1-6 into the corresponding unsaturated derivatives 7-12. The desulphurization process, which occurs through a plausible chain electron-transfer mechanism, rapid and may proceed in a fashion that preserves the stereochemistry of the starting episulphide.
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