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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.

Authors
  • Foltz, Carole
  • Stecker, Björn
  • Marconi, Guido
  • Bellemin-Laponnaz, Stéphane
  • Wadepohl, Hubert
  • Gade, Lutz H
Type
Published Article
Journal
Chemical communications (Cambridge, England)
Publication Date
Oct 28, 2005
Issue
40
Pages
5115–5117
Identifiers
PMID: 16220189
Source
Medline
License
Unknown

Abstract

Chiral C3-symmetric trisoxazolines are highly efficient stereodirecting ligands in enantioselective Cu(II) 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 alpha-amination as well as the enantioselective Mannich reaction of prochiral beta-ketoesters.

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