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Total Synthesis of 7‐ and 8‐Oxygenated Pyrano[3,2‐a]carbazole and Pyrano[2,3‐a]carbazole Alkaloids via Boronic Acid‐Catalyzed Annulation of the Pyran Ring |
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| Authors: | Dr Konstanze K Julich‐Gruner Dr Olga Kataeva Dr Arndt W Schmidt Prof Dr Hans‐Joachim Knölker |
| Institution: | Department of Chemistry, Technische Universit?t Dresden, Bergstrasse 66, 01069 Dresden (Germany), Fax: (+49)?351‐463‐37030 |
| Abstract: | The boronic acid‐catalyzed annulation of citral opens up a short route to oxygenated cyclized monoterpenoid pyranocarbazole alkaloids. Thus, murrayamine‐D is available in only three steps and 55% overall yield from the corresponding carbazole precursor. |
| Keywords: | alkaloids C H bond activation natural products palladium stereoselective catalysis |