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Total synthesis of dixiamycin B by electrochemical oxidation.

Authors
  • Rosen, Brandon R
  • Werner, Erik W
  • O'Brien, Alexander G
  • Baran, Phil S
Type
Published Article
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Publication Date
Apr 16, 2014
Volume
136
Issue
15
Pages
5571–5574
Identifiers
DOI: 10.1021/ja5013323
PMID: 24697810
Source
Medline
License
Unknown

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

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