Novel Enone–Benzene Rearrangement of 4,4-Dialkylcholest-5-en-3-ones to Ring-B Aromatic Steroidal Hydrocarbons Catalysed by p-Toluenesulfonic acid

Abstract

A new by-product, 6-methyl-3-isopropyl-A,19-dinorcholesta-6,8,10(5)-triene has been identified from the reaction of 4,4-dimethylcholest-5-en-3-one catalysed by p-toluenesulfonic acid in refluxing toluene, revealing a novel enone–benzene rearrangement.

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