Synthesis of new calix[4]arene based chiral ligands bearing beta-amino alcohol groups and their application in asymmetric transfer hydrogenation

A new series of chiral calix[4]arenes bearing beta-amino alcohol groups have been synthesised. The crucial steps consist of the binding of glycidyl groups on the lower rim of the calix[4]arenas, followed by their regioselective opening with amines. These ligands were successfully tested in an asymmetric transfer hydrogenation. The best results (conversion max=97% and ee max=87%) were obtained using calix[4]arene mono-functionalised ligands. These results are the best ones obtained using calixarene based ligands in asymmetric catalysis.

Références

Titre
Synthesis of new calix[4]arene based chiral ligands bearing beta-amino alcohol groups and their application in asymmetric transfer hydrogenation
Type de publication
Article de revue
Année de publication
2007
Revue
Tetrahedron: Asymmetry
Volume
18
Pagination
1926–1933
ISSN
0957-4166
Soumis le 7 septembre 2022