Total syntheses of hyperforin and papuaforinsâ
A-C, and formal synthesis of nemorosone through a gold(I)-catalyzed carbocyclization.
Angew Chem Int Ed Engl
; 53(26): 6701-4, 2014 Jun 23.
Article
em En
| MEDLINE
| ID: mdl-24838522
ABSTRACT
The remarkable biological activities of polyprenylated polycyclic acylphloroglucinols (PPAPs) combined with their highly decorated bicyclo[3.3.1]nonane-2,4,9-trione frameworks have inspired synthetic organic chemists over the last decade. The concise total syntheses of four natural products PPAPs; hyperforin and papuaforinsâ
A-C, and the formal synthesis of nemorosone are reported. Key to the realization of this strategy is the short and scalable synthesis of densely substituted PPAP scaffolds through a gold(I)-catalyzed 6-endo-dig carbocyclization of cyclic enol ethers for late-stage functionalization.
Palavras-chave
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Floroglucinol
/
Terpenos
/
Benzofenonas
/
Ouro
Idioma:
En
Revista:
Angew Chem Int Ed Engl
Ano de publicação:
2014
Tipo de documento:
Article