Issue 4, 1974

Reactions of 5α-hydroxy-steroids: the mechanism of backbone rearrangement in sulphuric acid–acetic acid–acetic anhydride

Abstract

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.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1974, 131-132

Reactions of 5α-hydroxy-steroids: the mechanism of backbone rearrangement in sulphuric acid–acetic acid–acetic anhydride

E. T. J. Bathurst and J. M. Coxon, J. Chem. Soc., Chem. Commun., 1974, 131 DOI: 10.1039/C39740000131

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