Transition metal-free generation of N-unsubstituted imines from benzyl azides: synthesis of N-unsubstituted homoallylic amines.
J Org Chem
; 80(7): 3656-63, 2015 Apr 03.
Article
en En
| MEDLINE
| ID: mdl-25756390
ABSTRACT
An efficient transition metal-free approach for the generation of N-unsubstituted imines from azides followed by trapping with allyl nucleophile to provide N-unsubstituted homoallylic amines has been described. Although catalytic KO(t)Bu in DMSO is sufficient to allow imine generation, stoichiometric KO(t)Bu is essential in THF. Further, an enantio- and diastereoselective synthesis of homoallylic amines from benzyl azide has also been exemplified.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Azidas
/
Compuestos de Bencilo
/
Dimetilsulfóxido
/
Elementos de Transición
/
Iminas
Idioma:
En
Revista:
J Org Chem
Año:
2015
Tipo del documento:
Article
País de afiliación:
India