Download PDF
Synfacts 2005(0): 0020-0020  
DOI: 10.1055/s-2005-865372
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Total Synthesis of the Marine Natural Product rac-Dibromophakellstatin

Contributor(s): Victor Snieckus, Oleg M. Demchuk
D. E. N. Jacquot, M. Zöllinger, T. Lindel*
Ludwig-Maximilians-Universität, München, Germany
Further Information

Publication History

Publication Date:
20 July 2005 (online)

   Permissions and Reprints

Significance

A synthesis of rac-dibromophakellstatin in five steps with unknown overall yield is reported. The crucial synthetic step is the unusual D-ring formation, which involves the reaction of the electron-rich enamine (B-ring) with a nitrogen electrophile. An NMR study and X-ray crystallographic analysis are reported.