Oxidation of 5α-lanost-8-en-3β-yl acetate under controlled conditions gives 7,11-dioxo-5α-lanost-8-en-3β-yl acetate and 7-oxo-5α-lanost-9(11)-en-3β-yl acetate in approximately equal amounts. Reaction of 5α-lanosta-7,9(11)-dien-3β-yl acetate with acetic acid–hydrogen peroxide gives 7-oxo-5α,8α-lanost-9(11 )-en-3β-yl acetate. Evidence is presented for the constitution and stereochemistry of each product.
R. B. Boar, J. F. McGhie and D. A. Lewis, J. Chem. Soc., Perkin Trans. 1, 1972, 2590 DOI: 10.1039/P19720002590
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