Application of a Palladium-Catalyzed C−H Functionalization/Indolization Method to Syntheses of cis-Trikentrin A and Herbindole B.

Autor: Leal, Raul A., Bischof, Caroline, Lee, Youjin V., Sawano, Shota, McAtee, Christopher C., Latimer, Luke N., Russ, Zachary N., Dueber, John E., Yu, Jin ‐ Quan, Sarpong, Richmond
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Zdroj: Angewandte Chemie; 9/19/2016, Vol. 128 Issue 39, p12003-12007, 5p
Abstrakt: We describe herein formal syntheses of the indole alkaloids cis-trikentrin A and herbindole B from a common meso-hydroquinone intermediate prepared by a ruthenium-catalyzed [2+2+1+1] cycloaddition that has not been used previously in natural product synthesis. Key steps include a sterically demanding Buchwald-Hartwig amination as well as a unique C(sp3)−H amination/indole formation. Studies toward a selective desymmetrization of the meso-hydroquinone are also reported. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
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