2. Academic Validation
  3. Cascade polyketide and polyene cyclizations: biomimetic total synthesis of hongoquercin B

Cascade polyketide and polyene cyclizations: biomimetic total synthesis of hongoquercin B

  • J Am Chem Soc. 2014 Dec 10;136(49):17013-5. doi: 10.1021/ja511534x.
Tim N Barrett 1,  Anthony G M Barrett
Affiliations

Affiliation

  • 1 Department of Chemistry, Imperial College London , London SW7 2AZ, England.
PMID: 25423048 DOI: 10.1021/ja511534x
Abstract

The total synthesis of hongoquercin B was carried out in 9 steps from trans,trans-farnesyl acetate using a palladium catalyzed decarboxylative π-farnesyl rearrangement of a diketo-dioxinone ester, aromatization and cationic diene-epoxide cyclization as key steps. This cascade tetracyclization simplifies the synthesis of terpenoid resorcylate natural products.

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