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Catalysis Letters

, Volume 138, Issue 3–4, pp 231–238 | Cite as

Catalytic Asymmetric Transfer Hydrogenation of Ketones Using [Ru(p-cymene)Cl2]2 with Chiral Amino Alcohol Ligands

  • Sudhindra H. Deshpande
  • Ashutosh A. Kelkar
  • Rajesh G. Gonnade
  • Savita K. Shingote
  • Raghunath V. Chaudhari
Article

Abstract

Catalytic asymmetric transfer hydrogenation of aromatic alkyl ketones has been investigated using [Ru(p-cymene)Cl2]2 and new derivatives of β-amino alcohols synthesized from (S)-(−)-lactic acid and mandelic acid as ligands. Chiral secondary alcohols were obtained with good to excellent conversion (60–90%) and moderate to good enantioselectivities (40–86%).

Graphical Abstract

Asymmetric transfer hydrogenation of ketones has been investigated using [Ru(p-cymene)Cl2]2 and β-amino alcohols synthesized from (S)-(−)-lactic acid and Mandelic acid as ligands. Chiral secondary alcohols were obtained with good to excellent conversion (60–90%) and moderate to good enantioselectivities (40–86%).

Keywords

Asymmetric transfer hydrogenation Ru catalyst Ketones Amino alcohol ligand 

Notes

Acknowledgement

Authors thank CSIR for financial assistance (project CMM0005).

Supplementary material

10562_2010_408_MOESM1_ESM.pdf (43 kb)
Supplementary material 1 (PDF 43 kb)

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Copyright information

© Springer Science+Business Media, LLC 2010

Authors and Affiliations

  • Sudhindra H. Deshpande
    • 1
  • Ashutosh A. Kelkar
    • 1
  • Rajesh G. Gonnade
    • 2
  • Savita K. Shingote
    • 1
  • Raghunath V. Chaudhari
    • 3
  1. 1.Chemical Engineering and Process Development DivisionNational Chemical LaboratoryPuneIndia
  2. 2.Center for Materials CharacterizationNational Chemical LaboratoryPuneIndia
  3. 3.Department of Chemical and Petroleum Engineering, Center for Environmentally Beneficial CatalysisThe University of KansasLawrenceUSA

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