Synthesis of Eupomatilone-6

S. H. Yu; M. J. Ferguson; R. McDonald; D. G. Hall

doi:10.1055/s-2005-921661

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Synfacts 2006(1): 0010-0010
DOI: 10.1055/s-2005-921661

Synthesis of Natural Products and Potential Drugs

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:
16 December 2005 (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 crystal structure analysis.