Abstract

A new series of chiral calix[4]arenes bearing β-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.

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