9-Amino-(9-deoxy)cinchona alkaloid-derived new chiral phase-transfer catalysts.
Org Biomol Chem
; 12(41): 8336-45, 2014 Nov 07.
Article
en En
| MEDLINE
| ID: mdl-25216100
ABSTRACT
A new class of 9-amino-(9-deoxy)cinchona alkaloid-derived chiral phase-transfer catalysts bearing amino groups was developed by using known cinchona alkaloids as the starting materials. Due to the transformation of the 9-hydroxyl group into a 9-amino functional group, the catalytic performances were significantly improved in comparison with the corresponding first generation phase-transfer catalysts, and excellent yields (92-99%) and high enantioselectivities (87-96% ee) were achieved in the benchmark asymmetric α-alkylation of glycine Schiff base. Based on the special contribution of the amino group to the high yield and enantioselectivity, the possible catalytic mechanism was conjectured.
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Quinuclidinas
/
Alcaloides de Cinchona
/
Alcaloides Indólicos
Idioma:
En
Revista:
Org Biomol Chem
Asunto de la revista:
BIOQUIMICA
/
QUIMICA
Año:
2014
Tipo del documento:
Article