The asymmetric total synthesis of cinbotolide: a revision of the original structure.
J Org Chem
; 79(23): 11349-58, 2014 Dec 05.
Article
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| MEDLINE
| ID: mdl-25372296
ABSTRACT
The structure 3,4-dihydroxy-2,4,6,8-tetramethyldec-8-enolide (1) was assigned to a metabolite of Botrytis cinerea, but the spectra of several synthetic analogues had significant differences from that of 1. Examination of the constituents of a B. cinerea mutant that overproduces polyketides gave sufficient quantities of 1, now named cinbotolide, for chemical transformations. These led to a revised γ-butyrolactone structure for the metabolite. This structure has been confirmed by an asymmetric total synthesis, which also established its absolute configuration.
Texto completo:
1
Colección:
01-internacional
Banco de datos:
MEDLINE
Asunto principal:
4-Butirolactona
/
Macrólidos
/
Policétidos
Idioma:
En
Revista:
J Org Chem
Año:
2014
Tipo del documento:
Article
País de afiliación:
España