Several trichothecenes, a class of terpenoid toxins, isolated from <i>paecilomyces tenuipes </i>have been found to exhibit a wide range of biological activity including antibacterial, antifungal and cytostatic properties. To date, paecilomycine A has been isolated and has shown to help enhance nerve growth factor levels in human cells. Progress toward the enantioselective total synthesis of paecilomycine A is described. Key features of the developed synthetic strategy are the implementation of an asymmetric Lewis-acid catalysed Diels-Alder reaction, intramolecular Stetter reaction and Aldol ring closure to construct the 6-6-5 tricyclic core of the molecule. Our strategy should enable access to a variety of trichothecene-type natural and unnatural products.<br/>

Progress toward an enantioselective total synthesis of paecilomycine A

2019 Fall National Meeting

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