Total Syntheses of the Structures Assigned to Denigrins A, B, C, F, and G, 3,4-Diaryl-Pyrrole and -Pyrrolidinone Alkaloids, and the Conversion of Congener B into the Co-metabolite Spirodactylone.
J Nat Prod
; 87(6): 1521-1531, 2024 Jun 28.
Article
em En
| MEDLINE
| ID: mdl-38754059
ABSTRACT
The title marine natural products have been prepared by total synthesis and in the case of congeners 3, 6, and 7 for the first time. Each of these was obtained by manipulation of readily prepared denigrin B (2). The structure, 3, assigned to denigrin C is shown to be incorrect. Reaction of compound 2 with DDQ has led, in high yield, to the related natural product spirodactylone (16), while treating the corresponding permethyl ether 15 with PIFA/BF3·Et2O provides compound 20, embodying an isomeric framework.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Pirróis
/
Pirrolidinonas
/
Alcaloides
Limite:
Animals
Idioma:
En
Revista:
J Nat Prod
/
J. nat. prod
/
Journal of natural products
Ano de publicação:
2024
Tipo de documento:
Article
País de publicação:
Estados Unidos