Trifluoromethyl nitrones: from fluoral to optically active hydroxylamines

Org Biomol Chem. 2010 Jun 28;8(13):3025-30. doi: 10.1039/c001791d. Epub 2010 May 11.

Abstract

Trifluoromethyl nitrones were obtained in high yields by condensation of various hydroxylamines with trifluoroacetaldehyde hydrate. The nucleophilic diastereoselective additions of organometallic reagents to these nitrones afforded the corresponding optically active trifluoroethyl hydroxylamines in good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetaldehyde / analogs & derivatives*
  • Acetaldehyde / chemistry
  • Chlorofluorocarbons, Methane / chemistry*
  • Hydroxylamine / chemistry*
  • Nitrogen Oxides / chemistry*
  • Optical Phenomena*
  • Stereoisomerism

Substances

  • Chlorofluorocarbons, Methane
  • Nitrogen Oxides
  • nitrones
  • Hydroxylamine
  • trifluoroacetaldehyde hydrate
  • Acetaldehyde
  • fluoroform