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. 2010 Apr 16;12(8):1676-9.
doi: 10.1021/ol100138k.

A short biomimetic synthesis of the meroterpenoids guajadial and psidial A

Andrew L Lawrence  1 , Robert M Adlington, Jack E Baldwin, Victor Lee, Jessica A Kershaw, Amber L Thompson
Affiliations

A short biomimetic synthesis of the meroterpenoids guajadial and psidial A

Andrew L Lawrence et al. Org Lett. .

Abstract

The biosynthesis of the meroterpenoid guajadial was previously hypothesized to occur via a hetero-Diels-Alder reaction between caryophyllene and an o-quinone methide. This hypothesis has been verified via the biomimetic synthesis of guajadial and psidial A in an aqueous three-component coupling reaction, between caryophyllene, benzaldehyde, and diformylphloroglucinol.

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