4.8 Article

Cascade Polyketide and Polyene Cyclizations: Biomimetic Total Synthesis of Hongoquercin B

期刊

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 136, 期 49, 页码 17013-17015

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AMER CHEMICAL SOC
DOI: 10.1021/ja511534x

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资金

  1. European Research Council [267281]
  2. EPSRC [EP/K039946/1] Funding Source: UKRI
  3. Engineering and Physical Sciences Research Council [EP/K039946/1] Funding Source: researchfish
  4. European Research Council (ERC) [267281] Funding Source: European Research Council (ERC)

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The total synthesis of hongoquercin B was carried out in 9 steps from trans,trans-farnesyl acetate using a palladium catalyzed decarboxylative pi-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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