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Synfacts 2008(7): 0675-0675  
DOI: 10.1055/s-2008-1077860
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Paeonilactone B

Contributor(s): Philip Kocienski, Stewart Eccles
M. G. Edwards, M. N. Kenworthy, R. R. A. Kitson, M. S. Scott, R. J. K. Taylor*
University of York, UK
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Publication History

Publication Date:
20 June 2008 (online)

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Significance

(+)-Paeonilactone is isolated from the root of Paeonia albiflora Pallas, which has been used for pain relief in Chinese and Japanese folk medicine. The cornerstone of this synthesis is the construction of the α-methylene-γ-butyrolactone by a Telescoped Intramolecular Michael/Olefination (TIMO) tandem reaction.