Enantioselective Synthesis of (+)-Hippolide J and Reevaluation of Antifungal Activity
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Updated: Dec 8, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Renyu Guo1, Sarah R Beattie2, Damian J Krysan2
1Indiana University, Department of Chemistry, 800 East Kirkwood Avenue, Bloomington, Indiana 47405, United States.
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.
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