The reaction of dimethyl sulphoxide and acetic anhydride at 100° with a variety of sterols is reported. Both 3α- and 3β-alcohols of the 5α-cholestane and Δ4- and Δ5-cholestene series have been used as well as i-cholesterol. The formation of ketones, methylthiomethyl ethers, Δ3,5-diene, and acetylated alcohol are discussed in terms of the formation and reactions of alkoxydimethylsulphonium ions.
Sayed, M. Ifzal and D. A. Wilson, J. Chem. Soc. C, 1969, 2168 DOI: 10.1039/J39690002168
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