Direct amination of α-substituted nitroacetates using di-tert-butyl azodicarboxylate catalyzed by Hatakeyama's catalyst β-ICD

Org Biomol Chem. 2012 Feb 14;10(6):1158-61. doi: 10.1039/c2ob06746c. Epub 2012 Jan 10.

Abstract

We report the first example of catalytic asymmetric direct amination of α-monosubstituted nitroacetates using di-tert-butyl azodicarboxylate. The simple and easily available Hatakeyama's catalyst β-ICD 11 was found to be a highly enantioselective catalyst for this reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry*
  • Amination
  • Azo Compounds / chemistry*
  • Catalysis
  • Hydroxyquinolines / chemistry*
  • Molecular Structure
  • Quinuclidines / chemistry*
  • Stereoisomerism

Substances

  • Acetates
  • Azo Compounds
  • Hydroxyquinolines
  • Quinuclidines
  • beta-isocupreidine
  • di-tert-butyl azodicarboxylate
  • nitroacetic acid