Efficient iron-mediated approach to pyrano[3,2-a]carbazole alkaloids--first total syntheses of O-methylmurrayamine A and 7-methoxymurrayacine, first asymmetric synthesis and assignment of the absolute configuration of (-)-trans-dihydroxygirinimbine |
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| Authors: | Gruner Konstanze K Hopfmann Thomas Matsumoto Kazuhiro Jäger Anne Katsuki Tsutomu Knölker Hans-Joachim |
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| Affiliation: | Department Chemie, Technische Universit?t Dresden, Bergstrasse 66, 01069 Dresden, Germany. |
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| Abstract: | Iron-mediated oxidative cyclisation provides an efficient approach to pyrano[3,2-a]carbazole alkaloids. Thus, improved routes to girinimbine and murrayacine as well as the first total syntheses of O-methylmurrayamine A and 7-methoxymurrayacine are reported. Asymmetric epoxidation of girinimbine led to (-)-trans-dihydroxygirinimbine and the assignment of its absolute configuration. |
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