A short biomimetic synthesis of the meroterpenoids guajadial and psidial A.

Lawrence AL, Adlington RM, Baldwin JE, Lee V, Kershaw JA, Thompson AL

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.

Keywords:

Biomimetics

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Models, Molecular

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Molecular Conformation

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Sesquiterpenes

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Terpenes