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Total synthesis of dixiamycin B by electrochemical oxidation.

ABSTRACT: 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 ?-carbolines, providing entry into seldom explored chemical space.

SUBMITTER: Rosen BR

PROVIDER: S-EPMC4004216 | biostudies-literature | 2014 Apr

REPOSITORIES: biostudies-literature

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Total synthesis of dixiamycin B by electrochemical oxidation.

Rosen Brandon R BR Werner Erik W EW O'Brien Alexander G AG Baran Phil S PS

Journal of the American Chemical Society 20140408 15

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 β-carbolines, providing entry into seldom explored chemical space. ...[more]

PMID: 24697810

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