School of Science , Harbin Institute of Technology (Shenzhen) , Shenzhen 518055 , China.
Department of Chemistry , New York University , 100 Washington Square East , New York , New York 10003 , United States.
Org Lett. 2018 Jul 20;20(14):4358-4361. doi: 10.1021/acs.orglett.8b01817. Epub 2018 Jul 6.
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.
偕二吲哚/香豆素天然产物外毒素 B 的全合成首次完成。钯催化的 Suzuki 交叉偶联反应和镓催化的三组分 [4 + 3] 环加成反应快速构建了天然产物的碳骨架。基于全合成提出了外毒素 B 的另一种生物合成途径。此外,还报道了香豆素天然产物 gleinadiene 和 coumurrayin 的改进合成方法。