Total Synthesis of Dixiamycin B by Electrochemical Oxidation

Brandon R. Rosen,E. W. Werner,A. O'Brien,P. Baran

Published 2014 in Journal of the American Chemical Society

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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