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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 8
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Original Articles

Phytochemicals from Echinacea and Hypericum: A Direct Synthesis of Isoligularone

, &
Pages 1251-1257 | Received 02 Oct 2006, Published online: 12 Apr 2007
 

Abstract

Reaction of trienes with α,β‐unsaturated aldehydes produces bicyclic products via a tandem Diels–Alder/ene reaction. The adduct from tiglic aldehyde was converted into isoligularone by conversion to a furan followed by benzylic oxidation.

Acknowledgment

We thank the National Institutes of Health (Grant P01 ES12020) and the Office of Dietary Supplements for partial financial support through the Center for Research on Botanical Dietary Supplements at Iowa State University.

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