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Synfacts 2006(9): 0865-0865  
DOI: 10.1055/s-2006-942057
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (-)-Xyloketal A

Contributor(s): Philip Kocienski, Fiona Black
J. D. Pettigrew, P. D. Wilson*
Simon Fraser University, Burnaby, Canada
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Publication History

Publication Date:
23 August 2006 (online)

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Significance

(-)-Xyloketal A, isolated from a fungus of the Xylaria species, has a C 3-symmetric structure with a bowl-shaped conformation. (-)-Xylo­ketal A exhibits l-calcium channel blocking activity and is a potent acetylcholine esterase inhibitor. The absolute stereochemistry is confirmed by this first total synthesis.