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Synfacts 2006(7): 0646-0646
DOI: 10.1055/s-2006-941835
DOI: 10.1055/s-2006-941835
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Batzelladine F
F. Cohen, L. E. Overman*
University of California, Irvine, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. Juni 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200607/lookinside/thumbnails/10.1055-s-2006-941835-1.jpg)
Significance
Batzelladine F is a metabolite of a red Jamaican sponge. It induces dissociation of two proteins, p56 and CD4, and is of interest for the treatment of autoimmune disease. Extensive synthetic studies by Cohen and Overman (see: J. Am. Chem. Soc. 2006, 128, 2594-2603) established that the structure proposed for Batzelladine F was incorrect. The present paper defines the correct structure and stereochemistry for Batzelladine F and features a tethered Biginelli reaction to construct both of the tricyclic guanidinium rings.