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

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.
Publication status:
Published

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Publisher copy:
10.1021/ol100138k

Authors

More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author


Journal:
Organic letters More from this journal
Volume:
12
Issue:
8
Pages:
1676-1679
Publication date:
2010-04-01
DOI:
EISSN:
1523-7052
ISSN:
1523-7060


Language:
English
Keywords:
Pubs id:
pubs:51782
UUID:
uuid:e28e0313-e6d1-483b-9547-d673ea22addc
Local pid:
pubs:51782
Source identifiers:
51782
Deposit date:
2012-12-19
ARK identifier:

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