Highly enantioselective asymmetric transfer hydrogenation (ATH) of α-phthalimide ketones

Org Biomol Chem. 2015 Jul 21;13(27):7513-6. doi: 10.1039/c5ob00568j.

Abstract

A mild catalyst system for the synthesis of chiral amino alcohols via asymmetric transfer hydrogenation (ATH) of α-phthalimide ketones has been developed by using a chiral Ru-TsDPEN complex as the catalyst in DMF/MeOH at 40 °C. The reaction exhibits high reaction activity and excellent enantioselectivity where up to 96% yield and 99% ee of the product were obtained.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemical synthesis
  • Alcohols / chemistry
  • Ethylenediamines / chemistry
  • Hydrogenation
  • Ketones / chemistry*
  • Organometallic Compounds / chemistry
  • Phthalimides / chemistry*
  • Solvents
  • Stereoisomerism

Substances

  • Alcohols
  • Ethylenediamines
  • Ketones
  • Organometallic Compounds
  • Phthalimides
  • Solvents
  • ruthenium-(1S,2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine
  • phthalimide