Chemical synthesis study demonstrates an 11-step route to the daphlongeranine tetracyclic core, providing a foundation for accessing complex Daphniphyllum natural products.
High Resolution Image Download MS PowerPoint Slide The first synthesis of the tetracyclic core of the daphlongeranine natural product family is reported. Containing a tricyclic core unique to this subfamily of the Daphniphyllum alkaloids and featuring two quaternary carbons, this 11-step synthetic route featured the application of a three-step spirocyclization strategy and development of a new intramolecular Pd-catalyzed cyclization reaction. Additionally, the route included the application of an XAT-initiated Giese addition and demonstration of an enantioselective synthesis of the bicyclic core.
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Shennan et al. (2025) studied this question.
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