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Synfacts 2008(9): 0906-0906  
DOI: 10.1055/s-2008-1077982
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (±)-Vibralactone

Contributor(s): Philip Kocienski, Indu Dager
Q. Zhou, B. B. Snider*
Brandeis University, Waltham, USA
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Publication History

Publication Date:
22 August 2008 (online)

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Significance

(±)-Vibralactone is isolated from cultures of the Basidiomycete Boreostereum ­vibrans. It is a pancreatic lipase inhibitor which could be used for the treatment of obesity. The first synthesis of (±)-vibralactone depicted here involves an intramolecular aldol reaction of a dialdehyde derived by ozonolysis of E to afford the cyclo­pentenal F.