4.8 Article

Total Synthesis of Resiniferatoxin

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 144, Issue 36, Pages 16332-16337

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.2c08200

Keywords

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Funding

  1. UC-Berkeley
  2. The University of California Cancer Research Coordinating Committee (CRCC)
  3. The American Cancer Society [RSG-15-146-01-CDD]
  4. NIH [S10OD024998]

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The large family of daphnane diterpene orthoesters (DDOs) represents a remarkable class of natural products both in terms of structure and function. They are potent lead compounds for the treatment of pain, neurodegeneration, HIV/AIDS, and cancer. However, the synthesis of DDO natural products remains rare.
From both structural and functional perspectives, the large family of daphnane diterpene orthoesters (DDOs) represent a truly remarkable class of natural products. As potent lead compounds for the treatment of pain, neurodegeneration, HIV/ AIDS, and cancer, their medicinal potential continues to be heavily investigated, yet synthetic routes to DDO natural products remain rare. Herein we report a distinct approach to this class of complex diterpenes, highlighted by a 15-step total synthesis of the flagship DDO, resiniferatoxin.

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