Asymmetric Conjugate Additions of Carbonyl Compounds to Nitroalkenes under Solvent-Free Conditions Using Fluorous Diaminomethylenemalononitrile Organocatalyst

Chem Pharm Bull (Tokyo). 2017;65(12):1185-1190. doi: 10.1248/cpb.c17-00596.

Abstract

The novel fluorous organocatalyst bearing a diaminomethylenemalononitrile motif is prepared. The fluorous organocatalyst efficiently promotes asymmetric conjugate additions of ketones to nitroalkenes and results in high yields of these addition products with excellent enantioselectivities under solvent-free conditions.

Keywords: conjugate addition; fluorous; organocatalyst; solvent-free.

MeSH terms

  • Alkenes / chemistry*
  • Catalysis
  • Ketones / chemistry*
  • Nitriles / chemistry*
  • Nitro Compounds / chemistry
  • Stereoisomerism

Substances

  • Alkenes
  • Ketones
  • Nitriles
  • Nitro Compounds
  • dicyanmethane