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Issue 40, 2005
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Exploiting C3-symmetry in the dynamic coordination of a chiral trisoxazoline to copper(II): improved enantioselectivity, and catalyst stability in asymmetric lewis acid catalysis

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Abstract

Chiral C3-symmetric trisoxazolines are highly efficient stereodirecting ligands in enantioselective CuII 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 α-amination as well as the enantioselective Mannich reaction of prochiral β-ketoesters.

Graphical abstract: Exploiting C3-symmetry in the dynamic coordination of a chiral trisoxazoline to copper(ii): improved enantioselectivity, and catalyst stability in asymmetric lewis acid catalysis

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Publication details

The article was received on 06 Jul 2005, accepted on 24 Aug 2005 and first published on 16 Sep 2005


Article type: Communication
DOI: 10.1039/B509571A
Citation: Chem. Commun., 2005,0, 5115-5117
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    Exploiting C3-symmetry in the dynamic coordination of a chiral trisoxazoline to copper(II): improved enantioselectivity, and catalyst stability in asymmetric lewis acid catalysis

    C. Foltz, B. Stecker, G. Marconi, S. Bellemin-Laponnaz, H. Wadepohl and L. H. Gade, Chem. Commun., 2005, 0, 5115
    DOI: 10.1039/B509571A

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