Ferrier-Petasis rearrangement of 4-(vinyloxy)azetidin-2-ones: an entry to carbapenams and carbacephams.
J Org Chem
; 75(20): 6990-3, 2010 Oct 15.
Article
en En
| MEDLINE
| ID: mdl-20853897
ABSTRACT
Trimethylsilyl triflate promotes Ferrier-Petasis rearrangement of 4-(vinyloxy)-, 4-(propenyloxy)-, and 4-(isopropenyloxy)azetidin-2-ones to corresponding 4-(carbonylmethyl)azetidin-2-ones. The latter compounds may serve as attractive intermediates in the synthesis of carbapenem antibiotics. To illustrate the potential of this reaction, selected rearrangement products have been transformed into carbapenams.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Azetidinas
/
Carbapenémicos
/
Cefalosporinas
Idioma:
En
Revista:
J Org Chem
Año:
2010
Tipo del documento:
Article
País de afiliación:
Polonia