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Synthesis
DOI: 10.1055/a-2501-4796
DOI: 10.1055/a-2501-4796
feature
A Revised Protecting Group Strategy Enables a Divergent Synthesis of Prenylated Isoflavones from Psoralea corylifolia
This work was supported by Ph.D. scholarship (2018–2021) for GK from the German Academic Exchange Service (DAAD, grant number 57381412).
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 metathesis for obtaining the prenyl substituents. Careful consideration of the protecting group strategy turned out to be vital for the success of these total syntheses.
Key words
isoflavones - Suzuki coupling - Claisen rearrangement - olefin metathesis - protecting groupsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2501-4796.
- Supporting Information
Publication History
Received: 12 November 2024
Accepted after revision: 12 December 2024
Accepted Manuscript online:
12 December 2024
Article published online:
21 January 2025
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