4.8 Article

A Short Biomimetic Synthesis of the Meroterpenoids Guajadial and Psidial A

Journal

ORGANIC LETTERS
Volume 12, Issue 8, Pages 1676-1679

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol100138k

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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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