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Synfacts 2006(3): 0187-0187  
DOI: 10.1055/s-2006-931921
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Eupomatilone-6

Contributor(s): Philip Kocienski, Fiona Black
S. H. Yu, M. J. Ferguson, R. McDonald, D. G. Hall*
University of Alberta, Edmonton, Canada
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Publication History

Publication Date:
21 February 2006 (online)

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Significance

A novel Brønsted acid catalyzed allylboration is reported in the total synthesis of four diastereomers of the lignan Eupomatilone-6. The stereochemistry of the natural product, isolated from Eupomatia bennetti, is confirmed by X-ray crystallography.