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

Abstract : A new series of chiral calix[4]arenes bearing β-amino alcohol groups have been synthesized. The crucial steps consisted on the binding of glycidyl groups on the lower rim of the calix[4]arenes followed by their regioselective opening with amines. Those ligands were successfully tested in asymmetric transfer hydrogenation. The best results (conversion max = 97% and ee max = 87%) were obtained using calix[4]arene mono-functionalized ligands. Those results are the best ones obtained using calixarenes based ligands in asymmetric catalysis.
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Submitted on : Friday, January 9, 2009 - 1:26:27 PM
Last modification on : Wednesday, May 22, 2019 - 4:24:02 PM

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  • HAL Id : ujm-00351471, version 1

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Adrien Quintard, Ulrich Darbost, Francis Vocanson, S. Pellet-Rostaing, M. Lemaire. Synthesis of new calix[4]arene based chiral ligands bearing β-amino alcohol groups and their application in asymmetric transfer hydrogenation.. Tetrahedron: Asymmetry, Elsevier, 2007, 18, pp.1926. ⟨ujm-00351471⟩

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