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Synfacts 2010(10): 1105-1105  
DOI: 10.1055/s-0030-1258641
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Biomimetic Synthesis of Guajadial and Psidial A

Contributor(s): Steven V. Ley, Matthew O’Brien
A. L. Lawrence, R. M. Adlington, J. E. Baldwin, V. Lee*, J. A. Kershaw, A. L. Thompson
University of Oxford, UK
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Publication History

Publication Date:
22 September 2010 (online)

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Significance

Guajadial is a novel meroterpenoid isolated from the leaves of Psidium guajava (guava), which has been used traditionally in African and Asian folk medicine to treat a variety of conditions. In the original isolation paper (Org. Lett. 2007, 9, 5135) a biosynthesis was proposed ­involving a hetero-Diels-Alder reaction between cis-caryophyllene and an ortho-quinone methide.