4α,5α-Epoxycholestane and some of its derivatives were prepared and their reactions with sodium azide in refluxing acetone–water were studied; the presence of a 7α-hydroxy-group in the steroidal skeleton accelerates the opening of the epoxy ring by the nucleophile.
D. H. R. Barton and Y. Houminer, J. Chem. Soc., Chem. Commun., 1973, 839 DOI: 10.1039/C39730000839
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