American Chemical Society
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Total Syntheses of Murrayamine E, I, and K

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posted on 2015-06-05, 00:00 authored by Christian Schuster, Konstanze K. Julich-Gruner, Heinrich Schnitzler, Ronny Hesse, Anne Jäger, Arndt W. Schmidt, Hans-Joachim Knölker
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.