The Diels–Alder adduct between ergosterol acetate and 4-phenyl-1,2,4-triazolin-3,5-dione can be efficiently re-converted into ergosterol by lithium aluminium hydride reduction; using this reaction as a key step, ergosta-5,7,22,24(28)-tetraen-3β-ol has been synthesised in labelled form and shown to be an efficient precursor of ergosterol in yeast.
D. H. R. Barton, T. Shioiri and D. A. Widdowson, J. Chem. Soc. D, 1970, 939 DOI: 10.1039/C29700000939
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