Abstract
Kleiderer and Kornfeld1 converted cholesterol, a 3-hydroxy-Δ5-steroid, into Δ4-cholestenone by heating cholesterol in toluene solution with Raney nickel in presence of cyclohexanone as hydrogen acceptor. Later, Romo2 described the formation of 3-keto-Δ4-steroids from the 3-hydroxy-Δ4-steroids by the action of the same catalyst in presence of acetone or methyl ethyl ketone as hydrogen acceptor.
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References
Kleiderer, E. C., and Kornfeld, E. C., J. Org. Chem., 13, 455 (1948).
Romo, J., Bol. inst. quim. univ. nacl. auton. (Mexico), 4, 91 (1952).
Chakravarti, R. N., and Robinson, R., J. Chem. Soc., 78 (1947).
Chakravarti, D., Chakravarti, R. N., and Mitra, M. N., Nature, 186, 236 (1960).
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CHAKRAVARTI, D., CHAKRAVARTI, R. & MITRA, M. Effect of Raney Nickel on A/B Ring Fusion of Steroids. Nature 193, 1071 (1962). https://doi.org/10.1038/1931071a0
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DOI: https://doi.org/10.1038/1931071a0
