A Revised Protecting Group Strategy Enables a Divergent Synthesis of Prenylated Isoflavones from Psoralea corylifolia
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Date
2025
Journal Title
Journal ISSN
Volume Title
Publisher
Synthesis
Abstract
Three bioactive prenylated isoflavone natural products were synthesized for the first time, using a combination of Pd-catalyzed Suzuki–Miyaura coupling for installing the B-ring, microwave-promoted Claisen rearrangement of allyl ethers, and Ru-catalyzed olefin cross me tathesis for obtaining the prenyl substituents. Careful consideration of the protecting group strategy turned out to be vital for the success of these total syntheses.
Description
Keywords
isoflavones, Suzuki coupling, Claisen rearrangement, ole fin metathesis, protecting groups
Citation
von Chamier Gliszczinski, S., Sperlich, E., Kelling, A., Kwesiga, G., & Schmidt, B. (2025). A Revised Protecting Group Strategy Enables a Divergent Synthesis of Prenylated Isoflavones from Psoralea corylifolia. Synthesis, 57(11), 1833-1847.