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Synfacts 2007(3): 0329-0329
DOI: 10.1055/s-2007-968217
DOI: 10.1055/s-2007-968217
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
Cinchona-Modified Chiral HPLC
K. M. Kacprzak*, N. M. Maier, W. Lindner*
University of Vienna, Austria
Further Information
Publication History
Publication Date:
20 February 2007 (online)
Significance
Cinchona alkaloid units were efficiently immobilized to silica gel via a 1,2,3-triazole linkage by click reactions. Thus, the cinchona derivatives bearing terminal alkyne groups a-d reacted with azidopropyl- or azidoundecyl-modified silica gel beads in the presence of Cu catalyst under Sharpless or Meldal conditions, where the cinchona units were covalently anchored onto the silica surface, in high yield to provide a series of enantiomerically modified silica gel. The resulting silica beads were used as a chiral stationary phase of HPLC packing whose enantioseparation performance was examined for HPLC analysis of several amino acid derivatives.