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

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.

Adrien Quintard ¹ Ulrich Darbost ¹ Francis Vocanson ^{1, *} S. Pellet-Rostaing ^{1, *} M. Lemaire ¹

* Corresponding author

1 ICBMS - Institut de Chimie et Biochimie Moléculaires et Supramoléculaires

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.

Document type :

Journal articles

Domain :

Chemical Sciences / Material chemistry

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https://hal-ujm.archives-ouvertes.fr/ujm-00351471
Contributor : Francis Vocanson <>
Submitted on : Friday, January 9, 2009 - 1:26:27 PM
Last modification on : Wednesday, May 22, 2019 - 4:24:02 PM

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

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

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