American Chemical Society
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Enantioselective Synthesis of (+)-Hippolide J and Reevaluation of Antifungal Activity

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journal contribution
posted on 2020-09-24, 12:11 authored by Renyu Guo, Sarah R. Beattie, Damian J. Krysan, M. Kevin Brown
A synthesis of the reported antifungal agent (+)-hippolide J is presented. The rapid assembly of the natural product was enabled through implementation of an enantioselective isomerization/[2 + 2]-cycloaddition sequence. Due to the simplicity of the route, >100 mg of the natural product were prepared in a single pass. Anitfungal assays of hippolide J, however, confirmed that it showed no activity against several fungal strains, contrary to the isolation report.