The base-catalysed epoxidation of 3-formyl-A-norandrost-3(5)-en-17-one has been shown by X-ray analysis to afford the β-epoxide. Catalytic reduction gave predominantly the 3-methyl-A-norandrost-3(5)-en-17-one whilst reduction with sodium borohydride gave the product of 1,2- rather than conjugate addition.
J. R. Hanson, P. B. Hitchcock and H. J. Wadsworth, J. Chem. Soc., Perkin Trans. 1, 1981, 3025 DOI: 10.1039/P19810003025
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