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

Symplectic ID: 
51782
Source: 
PubMed
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1
Last Synced with Symplectic: 
Sunday, 13 September, 2026 - 16:43
DOI: 
10.1021/ol100138k
Publication Date: 
Friday, 16 April, 2010
First Page: 
1676
Last Page: 
1679
Keywords: 
Biomimetics
Models, Molecular
Molecular Conformation
Sesquiterpenes
Terpenes
Authors: 
Lawrence, AL
Adlington, RM
Baldwin, JE
Lee, V
Kershaw, JA
Thompson, AL
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0
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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.
Journal Title: 
Org Lett
eISSN: 
1523-7052
Volume: 
12
Issue: 
8
ID at Source: 
20235528
Publication Status: 
Published
Open access: 
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