Asymmetric Henry Reaction of Trifluoromethyl Enones with Nitromethane Using a N,N-Dibenzyl Diaminomethylenemalononitrile Organocatalyst

Chem Asian J. 2022 Feb 14;17(4):e202101299. doi: 10.1002/asia.202101299. Epub 2022 Jan 12.

Abstract

A novel N,N-dibenzyl diaminomethylenemalononitrile organocatalyst efficiently promoted asymmetric Henry reactions of trifluoromethyl enones with nitromethane, affording corresponding highly functionalized products in high yields with excellent enantioselectivities (up to 90% ee). This study is the first to report the successful example of the asymmetric 1,2-additions of nitromethane to trifluoromethyl enones.

Keywords: Henry reaction; asymmetric reaction; nitromethane; organocatalyst; trifluoromethyl enone.

MeSH terms

  • Catalysis
  • Methane / analogs & derivatives
  • Molecular Structure
  • Nitroparaffins*
  • Stereoisomerism

Substances

  • Nitroparaffins
  • Methane
  • nitromethane

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