4.8 Article

Synthesis of 17-Deacetoxyl Chromodorolide B Based on a Gold-Catalyzed Alkoxycyclization Reaction

Journal

ORGANIC LETTERS
Volume 22, Issue 4, Pages 1655-1658

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00247

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Funding

  1. College of Chemistry and Molecular Engineering, Peking University
  2. PekingTsinghua Center for Life Sciences, Beijing National Laboratory for Molecular Sciences
  3. National Science Foundation of China [31521004, 21672011, 21822101, 21977002]
  4. National Key Research and Development Program of China [2017YFA0104003]
  5. PKUAIC
  6. High -Performance Computing Platform of Peking University

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A novel strategy to construct the highly oxidized 3-oxabicyclo[3.3.0]octane skeleton was developed via a gold-catalyzed cascade cyclization with 2,7-dioxabicyclo[3.2.0]hept-3-ene as the substrate. We utilized this methodology as the key reaction to synthesize 17-deacetoxyl chromodorolide B.

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