4.8 Article

Total Synthesis of Dixiamycin B by Electrochemical Oxidation

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 15, Pages 5571-5574

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja5013323

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Funding

  1. NIH/NIGMS [GM-073949]
  2. NSF
  3. Pfizer Inc.

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N-N-linked dimeric indole alkaloids represent an unexplored class of natural products for which chemical synthesis has no practical solution. To meet this challenge, an electrochemical oxidative dimerization method was developed, which was applied as the pivotal step of the first total synthesis of dixiamycin B. This method is also general for N-N dimerization of substituted carbazoles and beta-carbolines, providing entry into seldom explored chemical space.

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