Transannular Acylation Facilitates C5–C9 Bond Formation in Hyperforin Total Synthesis

Hyperforin is considered the flagship congener among polycyclic polyprenylated acylphloroglucinols due to its compelling and complex molecular architecture, coupled with remarkable biological activity, thus rendering it an appealing synthetic target for chemists over the past two decades. Herein, an innovative linear total synthesis of hyperforin is reported. Our synthesis relies on the formation of the bicyclo[3.3.1]nonane-2,4,9-trione framework via transannular acylation of a decorated eight-membered ring, followed by late stage bridgehead substitution.

• Publication year

  2025

• Venue

  Organic Letters

• Publication date

  2025-02-26

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/acs.orglett.5c00243PMID 40012192PMCID 11894654
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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