Exploiting C-3-symmetry in the dynamic coordination of a chiral trisoxazoline to copper(II): improved enantioselectivity, and catalyst stability in asymmetric Lewis acid catalysis.

Date publication

janvier 2005

Auteurs

Membres identifiés du Cancéropôle Est :
Dr BELLEMIN-LAPONNAZ Stéphane

Tous les auteurs :
Foltz C, Stecker B, Marconi G, Bellemin-Laponnaz S, Wadepohl H, Gade LH

Lien Pubmed

https://www.ncbi.nlm.nih.gov/pubmed/16220189

Résumé

Chiral C-3-symmetric trisoxazolines are highly efficient stereo-directing ligands in enantioselective Cu-II Lewis acid catalysis which is based on the concept of a stereoelectronic hemilability of the divalent copper; in direct comparison with the analogous bisoxazoline systems they are more efficient in the enantioselective alpha-amination as well as the enantioselective Mannich reaction of prochiral beta-ketoesters.

Référence

Chem Commun (Camb). 2005 Oct 28;(40):5115-7