Synfacts 2009(8): 0821-0821  
DOI: 10.1055/s-0029-1217576
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of ()-Neovibsanin B

Contributor(s): Philip Kocienski
H. Imagawa*, H. Saijo, T. Kurisaki, H. Yamamoto, M. Kubo, Y. Fukuyama, M. Nishizawa*
Tokushima Bunri University, Japan
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Publikationsverlauf

Publikationsdatum:
23. Juli 2009 (online)

Significance

Neovibsanin B is a metabolite of Viburnam awabuki. Its neurotrophic activity in PC12 cells makes it a possible lead for the treatment of Alzheimer’s disease. The key steps in the synthesis are (1) an intramolecular Diels-Alder ­reaction (C → D) and (2) an intramolecular oxy-Michael lactonization reaction (I → J).