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The preparation of the 3α,18-monoacetonide of aphidicolin and its selective oxidation at C-17, is described. Catalytic oxidation of aphidicolin affords 16β-hydroxy-3-oxo-19-noraphidicolan-17-oic acid. The conversion of this into 19-noraphidicolan-16β-ol and its biotransformation by the fungus, Cephalosporium aphidicola, to a 19-noraphidicolin, is reported.
J. F. Gordon, J. R. Hanson, A. G. Jarvis and A. H. Ratcliffe, J. Chem. Soc., Perkin Trans. 1, 1992, 3019 DOI: 10.1039/P19920003019
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