Bifunctional catalysis: direct reductive amination of aliphatic ketones with an iridium-phosphate catalyst

Molecules. 2010 Apr 8;15(4):2453-72. doi: 10.3390/molecules15042453.

Abstract

Chiral amines are one of the ubiquitous functional groups in fine chemical, pharmaceutical and agrochemical products, and the most convenient, economical, and eco-benign synthetic pathway to these amines is direct asymmetric reductive amination (DARA) of prochiral ketones. This paper shows that a wide range of aliphatic ketones can be directly aminated under hydrogenation conditions, affording chiral amines with good to excellent yields and with enantioselectivities up to 96% ee. The catalysis is effected by the cooperative action of a cationic Cp*Ir(III) complex and its phosphate counteranion.

MeSH terms

  • Amines / chemistry*
  • Catalysis
  • Hydrogenation
  • Iridium / chemistry*
  • Ketones / chemistry*
  • Phosphates / chemistry*

Substances

  • Amines
  • Ketones
  • Phosphates
  • Iridium