As shown by a series of radiolabelling experiments in the sponge Calyx niceaensis, the cyclopropane sterol dihydrocalysterol (3), itself a metabolic product of 24-methylenecholesterol (1), undergoes formal cis-dehydrogenation to the cyclopropene 24H-isocalysterol (6).
C. Margot, C. A. N. Catalan, J. R. Proudfoot, G. Sodano, D. Sica and C. Djerassi, J. Chem. Soc., Chem. Commun., 1987, 1441 DOI: 10.1039/C39870001441
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