Stereoselective Reduction of Imines with Trichlorosilane Using Solid-Supported Chiral Picolinamides.
Molecules
; 21(9)2016 Sep 06.
Article
em En
| MEDLINE
| ID: mdl-27608000
ABSTRACT
The stereoselective reduction of imines with trichlorosilane catalyzed by chiral Lewis bases is a well-established procedure for the synthesis of enantio-enriched amines. Five supported cinchona-based picolinamides have been prepared and their activity tested in a model reaction. The comparison of different supporting materials revealed that polystyrene gave better results than silica in terms of stereoselectivity. The applicability of the solid-supported catalyst of choice to the reduction of different imines was also demonstrated. Additionally, for the first time, a catalytic reactor containing a polymer-immobilized chiral picolinamide has been employed for the stereoselective reduction of imines with trichlorosilane under continuous flow conditions.
Palavras-chave
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Ácidos Picolínicos
/
Silanos
/
Iminas
/
Modelos Químicos
Idioma:
En
Ano de publicação:
2016
Tipo de documento:
Article