A stereoselective synthesis of crinosterol, (22E,24S)-ergosta-5,22-dien-3β-ol, was developed from (20S)-6β-acetoxy-3α,5-cycle-5α-pregnane-20-carbaldehyde using the Claisen rearrangement of an appropriate precursor of established absolute configuration.
M. Anastasia, P. Allevi, P. Ciuffreda and A. Fiecchi, J. Chem. Soc., Perkin Trans. 1, 1983, 2365 DOI: 10.1039/P19830002365
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