Bromination of 7β-acetoxy-5α-cholestan-4-one gave the 5α-bromo-ketone. This isomerised in acetic acid to a mixture of 3α- and 3β-bromo- 7β-acetoxy-5α-cholestan-4-ones. The orientations of the bromine atoms were determined chemically and the results found to be consistent with orientations derived from infrared, ultraviolet and optical rotatory dispersion studies.
A. R. Davies and G. H. R. Summers, J. Chem. Soc. C, 1967, 1227 DOI: 10.1039/J39670001227
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