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Molecules ; 21(9)2016 Sep 06.
Artículo en Inglés | MEDLINE | ID: mdl-27608000

RESUMEN

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.


Asunto(s)
Iminas/química , Modelos Químicos , Ácidos Picolínicos/química , Silanos/química , Amidas/química , Oxidación-Reducción , Estereoisomerismo
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