Selective transformation of ascomycin into 11-epi-ascomycin

Article abstract of DOI:10.1016/j.tetlet.2003.10.199

Within the binding domain, ascomycin features the unusual pattern of a masked tricarbonyl moiety, which potentially allows for high structural diversity via simple isomerisation events. A cascade of diastereoselective rearrangement reactions at the binding domain, allowing the conversion of ascomycin into 11-epi-ascomycin is herein reported.