Oxidation of aphidicolin and its conversion into 19-noraphidicolan-16β-ol
Abstract
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.