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Total Synthesis of (±)–Exotine B

[Image: see text] The heterodimeric indole/coumarin natural product exotine B was synthesized for the first time. The carbon skeleton of the natural product was formed rapidly by a palladium-catalyzed Suzuki cross-coupling reaction and a gallium-catalyzed three-component [4 + 3] cycloaddition reacti...

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Detalles Bibliográficos
Autores principales: Cheng, Bichu, Volpin, Giulio, Morstein, Johannes, Trauner, Dirk
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6056846/
https://www.ncbi.nlm.nih.gov/pubmed/29978703
http://dx.doi.org/10.1021/acs.orglett.8b01817
Descripción
Sumario:[Image: see text] The heterodimeric indole/coumarin natural product exotine B was synthesized for the first time. The carbon skeleton of the natural product was formed rapidly by a palladium-catalyzed Suzuki cross-coupling reaction and a gallium-catalyzed three-component [4 + 3] cycloaddition reaction. An alternative biosynthesis of exotine B is proposed based on the total synthesis. Improved syntheses of coumarin natural products gleinadiene and coumurrayin are also reported.