In Situ Monitoring of Asymmetric Transfer Hydrogenation of Imines Using NMR Spectrometry

Authors

  • J. Václavík Department of Organic Technology, Institute of Chemical Technology, Prague
  • J. Pecháček Department of Organic Technology, Institute of Chemical Technology, Prague
  • J. Přech Department of Organic Technology, Institute of Chemical Technology, Prague
  • M. Kuzma Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague
  • P. Kačer Department of Organic Technology, Institute of Chemical Technology, Prague
  • L. Červený Department of Organic Technology, Institute of Chemical Technology, Prague

Keywords:

asymmetric transfer hydrogenation, Noyori, enantioselectivity, chiral solvation

Abstract

Three methods for determination of enantioselectivity of asymmetric transfer hydrogenation of imines are presented: direct NMR observation of diastereomeric reduction products of a chiral imine, chiral solvation with Pirkle’s alcohol, (-)-(1R)-1-(9-anthryl)-2,2,2-trifluoroethan-1-ol and precolumn derivatization with (-)-(1R)-menthyl chloroformate followed by GC analysis on a non-chiral column of the resulting diastereomeric carbamates.

Published

2012-03-15

How to Cite

Václavík, J., Pecháček, J., Přech, J., Kuzma, M., Kačer, P., & Červený, L. (2012). In Situ Monitoring of Asymmetric Transfer Hydrogenation of Imines Using NMR Spectrometry. Chemické Listy, 106(3), 206–210. Retrieved from http://w.chemicke-listy.cz/ojs3/index.php/chemicke-listy/article/view/966

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