The title compounds, which have functionalities in rings A and B similar to those of withaferin A(1), have been synthesized through the key intermediates cholesta-2,5-dien-1-one (10) and -2,4-dien-1-one (26). Electrophilic reactions of the steroidal 2,4-dien-1-one system were observed to occur stereoselectively on the β-side of the 4,5-double bond.
M. Ishiguro, A. Kajikawa, T. Haruyama, Y. Ogura, M. Okubayashi, M. Morisaki and N. Ikekawa, J. Chem. Soc., Perkin Trans. 1, 1975, 2295 DOI: 10.1039/P19750002295
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