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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. | LitMetric
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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.

Konstanze K Julich-Gruner Olga Kataeva Arndt W Schmidt Hans-Joachim Knölker

Chemistry

Department of Chemistry, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden (Germany), Fax: (+49) 351-463-37030.

Published: July 2014

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.

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http://dx.doi.org/10.1002/chem.201403143DOI Listing

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