Enantioselective reduction of prochiral ketones by chromium(II) amino acid complexes

K. Micskei, Csongor Hajdu, Ludger A. Wessjohann, László Mercs, Attila Kiss-Szikszai, T. Patonay

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

The reduction of prochiral ketones has been performed by Cr(II) L-amino acid complexes in aqueous DMF solution under mild conditions in good yields and moderate (up to 58%) ee values. The dependence of the yield and enantioselectivity on various factors such as the structure of the ligand, pH and the solvent has also been investigated. A mechanism based on SET from the Cr(II) ion followed by protonation by water and the formation of an organochromium intermediate is also proposed.

Original languageEnglish
Pages (from-to)1735-1744
Number of pages10
JournalTetrahedron Asymmetry
Volume15
Issue number11
DOIs
Publication statusPublished - Jun 7 2004

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Enantioselectivity
Protonation
Chromium
Ketones
ketones
amino acids
Amino acids
chromium
Ligands
Ions
Amino Acids
Water
aqueous solutions
ligands
water
ions

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Enantioselective reduction of prochiral ketones by chromium(II) amino acid complexes. / Micskei, K.; Hajdu, Csongor; Wessjohann, Ludger A.; Mercs, László; Kiss-Szikszai, Attila; Patonay, T.

In: Tetrahedron Asymmetry, Vol. 15, No. 11, 07.06.2004, p. 1735-1744.

Research output: Contribution to journalArticle

Micskei, K. ; Hajdu, Csongor ; Wessjohann, Ludger A. ; Mercs, László ; Kiss-Szikszai, Attila ; Patonay, T. / Enantioselective reduction of prochiral ketones by chromium(II) amino acid complexes. In: Tetrahedron Asymmetry. 2004 ; Vol. 15, No. 11. pp. 1735-1744.
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