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Synfacts 2009(10): 1073-1073
DOI: 10.1055/s-0029-1217859
DOI: 10.1055/s-0029-1217859
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of (+)-Dibromophakellin
T. Imaoaka, O. Iwamoto, K.-i. Noguchi, K. Nagasawa*
Tokyo University of Agriculture and Technology, Japan
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. September 2009 (online)

Significance
The marine pyrrole-imidazole alkaloid (+)-dibromophakellin was isolated from Pseudoaxinyssa cantharella. The enantiomer is a natural product as well. Many analogous compounds have also been isolated, but neither (+)- nor (-)-phakellin. The key step in this synthesis is an Overman rearrangement to construct the C-10 aminal.