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Synfacts 2009(3): 0237-0237
DOI: 10.1055/s-0028-1087694
DOI: 10.1055/s-0028-1087694
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of Pinnatoxin A
S. Nakamura*, F. Kikuchi, S. Hashimoto*
Hokkaido University, Sapporo, Japan
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
19. Februar 2009 (online)

Significance
Pinnatoxin A is a marine toxin isolated from the shellfish Pinna muricata. It is reported to be a Ca²+ channel activator, although its limited availability prevented a thorough evaluation. This synthesis features a ruthenium-catalyzed enyne macrocyclization and a late-stage thermolysis to generate the A-ring cyclic imine.