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Enantioselective Synthesis of (+)-Hippolide J and Reevaluation of Antifungal Activity
Journal article   Peer reviewed

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

Renyu Guo, Sarah R. Beattie, Damian J. Krysan and M. Kevin Brown
Organic letters, Vol.22(19), pp.7743-7746
10/02/2020
DOI: 10.1021/acs.orglett.0c02979
PMCID: PMC7824975
PMID: 32969231

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Abstract

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.
Chemistry Chemistry, Organic Physical Sciences Science & Technology

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