Dihydropyranone formation by ipso C-H activation in a glucal 3-carbamate-derived rhodium acyl nitrenoid.
J Org Chem
; 76(7): 2240-4, 2011 Apr 01.
Article
en En
| MEDLINE
| ID: mdl-21381715
ABSTRACT
By using (N-tosyloxy)-3-O-carbamoyl-D-glucal 10, which removes the need for a hypervalent iodine(III) oxidant, we provide evidence for rhodium nitrenoid-mediated ipso C-H activation as the origin of a C3-oxidized dihydropyranone product 3. This system may be especially susceptible to such a pathway because of the ease of forming a cation upon hydride transfer to the rhodium-complexed acyl nitrene.
Texto completo:
1
Bases de datos:
MEDLINE
Asunto principal:
Compuestos Organometálicos
/
Rodio
/
Compuestos de Tosilo
/
Gluconato de Calcio
/
Carbamatos
/
Oxidantes
Idioma:
En
Revista:
J Org Chem
Año:
2011
Tipo del documento:
Article
País de afiliación:
Estados Unidos