4.8 Article

Total Synthesis of (-)-Polycavernoside A: Suzuki-Miyaura Coupling Approach

Journal

ORGANIC LETTERS
Volume 14, Issue 12, Pages 3186-3189

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol301278e

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Funding

  1. Japan Society for the Promotion of Sciences (JSPS) [21241050, 22603001]
  2. Tohoku University Global COE International Center of Research & Education for Molecular Complex Chemistry
  3. Grants-in-Aid for Scientific Research [23102016, 22603001] Funding Source: KAKEN

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A total synthesis of (-)-polycavernoside A, a marine lethal toxin isolated from the edible alga Gracilaria edulis, has been achieved via a convergent approach. The synthesis is highlighted by catalytic asymmetric syntheses of the two key fragments and their union through Suzuki-Miyaura coupling and Keck macrolactonization.

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