4.7 Article

Protecting-Group-Free Total Synthesis of Aplykurodinone-1

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 23, Pages 11729-11734

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo501684k

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Funding

  1. National Natural Science Foundation of China [21172169]
  2. Open Fund of Zhejiang Provincial Top Key Discipline of Biology
  3. National Basic Research Project [2014CB932201]

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A concise, stereoselective, and protecting-group-free total synthesis of aplykurodinone-1 from HajosParrish ketone was described. The synthetic approach features a sequence of aerobic allylic oxidation and elimination of alcohol 9. The key intermediate for this synthesis was formed by a stereoselective intramolecular radical cyclization.

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