Total Synthesis of Dixiamycin B by Electrochemical Oxidation | Zendy

Brandon R. Rosen | Zendy; Erik W. Werner | Zendy; Alexander G. O’Brien | Zendy; Phil S. Baran | Zendy

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Total Synthesis of Dixiamycin B by Electrochemical Oxidation

Author(s) -

Brandon R. Rosen,

Erik W. Werner,

Alexander G. O’Brien,

Phil S. Baran

Publication year - 2014

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/ja5013323

Subject(s) - chemistry , indole test , electrochemistry , chemical space , chemical synthesis , total synthesis , combinatorial chemistry , oxidative phosphorylation , stereochemistry , organic chemistry , drug discovery , biochemistry , in vitro , electrode

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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