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Synfacts 2009(1): 0002-0002  
DOI: 10.1055/s-0028-1087228
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (-)-Attenol A

Contributor(s): Philip Kocienski, Zofia Komsta
H. Fuwa*, M. Sasaki*
Tohoku University, Sendai, Japan
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Publikationsdatum:
18. Dezember 2008 (online)

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Significance

Attenol A isolated from the Chinese bivalve Pinna attenuata shows moderate cytotoxic activity against certain leukemia cells. The authors highlight a route to spiroacetals involving (a) the formation of an endocyclic enol ether via intermolecular Suzuki-Miyaura coupling (A + B → C), (b) the construction of a dihydropyran by RCM (C → D) and (c) acid-catalyzed spirocyclization (D → E).