Schuster Christian, Julich-Gruner Konstanze K, Schnitzler Heinrich, Hesse Ronny, Jäger Anne, Schmidt Arndt W, Knölker Hans-Joachim
Department Chemie, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden, Germany.
J Org Chem. 2015 Jun 5;80(11):5666-73. doi: 10.1021/acs.joc.5b00630. Epub 2015 May 12.
We describe efficient synthetic routes to murrayamine A (mukoenine C), O-methylmurrayamine A, mahanine, O-methylmahanine, and murrayamine D and the first total syntheses of murrayamine E, I, and K. Key steps are a palladium-catalyzed construction of the carbazole framework and an annulation of the pyran ring, which is either catalyzed by phenylboronic acid or promoted by a Lewis acid.
我们描述了制备默雷胺A(木克宁C)、O-甲基默雷胺A、马汉宁、O-甲基马汉宁和默雷胺D的高效合成路线,以及默雷胺E、I和K的首次全合成。关键步骤是钯催化咔唑骨架的构建以及吡喃环的环化反应,该反应可由苯基硼酸催化或由路易斯酸促进。