Reaction of 3β,17β-diacetoxy-5β,6β-epoxyandrostan-7β-ol with phosphorus oxychloride affords 3β,17β-diacetoxyandrost-5-en-7-one whilst with methanesulphonyl chloride–sulphur dioxide it gives 17β-acetoxy-3β-methylsulphonyloxyandrost-5-en-7-one. Normal products are obtained with the epimeric 5α,6α-epoxy-7α-ols and in the absence of a 3β-substituent.
J. R. Hanson, A. W. Johnson and M. A. C. Kaplan, J. Chem. Soc., Perkin Trans. 1, 1978, 263 DOI: 10.1039/P19780000263
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