Reaction of 4β-acetoxy-5α-hydroxycholestane (4) with D2SO4–DOAc–Ac2O gives the acetoxy-olefins (5)–(7) with no incorporation of deuterium; these observations exclude the intermediacy of olefin and cyclopropane intermediates in the backbone or partial backbone rearrangement.
E. T. J. Bathurst and J. M. Coxon, J. Chem. Soc., Chem. Commun., 1974, 131 DOI: 10.1039/C39740000131
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