Oxidative coupling of enolates using memory of chirality: an original enantioselective synthesis of quaternary α-amino acid derivatives

Chem Commun (Camb). 2018 Nov 8;54(90):12742-12745. doi: 10.1039/c8cc06864j.

Abstract

We describe here the first enantioselective oxidative heterocoupling of enolates. Our strategy relies on the memory of chirality concept and allows the stereocontrolled formation of quaternary centres on α-amino acid derivatives with an enantiomeric excess of up to 94%.

MeSH terms

  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Crystallography, X-Ray
  • Ketones / chemical synthesis*
  • Ketones / chemistry
  • Models, Molecular
  • Molecular Conformation
  • Oxidation-Reduction
  • Oxidative Coupling*
  • Stereoisomerism

Substances

  • Amino Acids
  • Ketones