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Synfacts 2009(6): 0587-0587
DOI: 10.1055/s-0029-1216678
DOI: 10.1055/s-0029-1216678
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of (-)-Serotobenine
Y. Koizumi, H. Kobayashi, T. Wakimoto, T. Furuta, T. Fukuyama*, T. Kan*
University of Shizuoka and the University of Tokyo, Japan
Further Information
Publication History
Publication Date:
25 May 2009 (online)
![](https://www.thieme-connect.de/media/synfacts/200906/lookinside/thumbnails/10.1055-s-0029-1216678-1.jpg)
Significance
Serotobenine is isolated in its racemic form from the seeds of the safflower Carthamus tincorius L. The noteworthy step of the synthesis is the high-yielding and stereoselective rhodium-catalyzed C-H insertion reaction (G → H). The asymmetric induction is more dependent on the chiral auxiliary rather than on the catalyst.