Reaction Kinetics and Catalysis Letters

, Volume 97, Issue 2, pp 335–340 | Cite as

Highly efficient preparation of R-1-methyl-tetrahydroisoquinoline using chiral Ru(II)-catalyst

  • Amitte M. Gulamhussen
  • Petr Kačer
  • Jan Přech
  • Marek Kuzma
  • Libor Červený
Article

Abstract

A highly efficient route for R-1-methyl-tetrahydroisoquinoline preparation comprising Bischler–Napieralski condensation with enantioselective reduction according to the Noyori protocol for cyclic imine intermediate reduction was experimentally explored. The influence of reaction parameters on the activity and selectivity was evaluated. The enhancement of Ru-asymmetric catalyst efficiency (catalyst re-use) was tested—only a small drop of enantioselectivity in consecutive reduction cycles was found.

Keywords

Asymmetric transfer hydrogenation Isoquinoline Imine 

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Copyright information

© Akadémiai Kiadó, Budapest, Hungary 2009

Authors and Affiliations

  • Amitte M. Gulamhussen
    • 1
  • Petr Kačer
    • 1
  • Jan Přech
    • 1
  • Marek Kuzma
    • 2
  • Libor Červený
    • 1
  1. 1.Department of Organic TechnologyInstitute of Chemical Technology—PraguePrague 6Czech Republic
  2. 2.Laboratory of Molecular Structure Characterization, Institute of MicrobiologyAcademy of Sciences of the Czech RepublicPrague 4Czech Republic

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