5β-Pregn-6-ene-3α,20α-diol (I)(Δ6-pregnanediol) and 3α-hydroxy-5β-androst-6-en-17-one (II)(Δ6-aetiocholanolone) have been prepared and reduced to give their parent saturated compounds. Deuteriation experiments with model Δ6-5β-cholestanes show that catalytic hydrogenation is not stereospecific.
D. N. Kirk and D. R. A. Leonard, J. Chem. Soc., Perkin Trans. 1, 1973, 1836 DOI: 10.1039/P19730001836
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