3β-Acetoxy-8α,9α-epoxy-5α-cholestan-7-one in acetic acid under reflux gave 3β-acetoxy-5α-cholesta-8,14-dien-7-one. Under the same-conditions, 3β-acetoxy-8α,14α-epoxy-5α-cholestan-7-one yieded 3β,6α-, 3β,15β-, and 3β,-15α-diacetoxy-5α-cholest-8(14)-en-7-one. The mechanism of formation of these products is discussed.
M. Anastasia, G. Cighetti and A. M. Soave, J. Chem. Soc., Perkin Trans. 1, 1977, 427 DOI: 10.1039/P19770000427
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