Manganese-catalyzed synthesis of cis-β-amino acid esters through organometallic C-H activation of ketimines

Angew Chem Int Ed Engl. 2015 Mar 23;54(13):4092-6. doi: 10.1002/anie.201411808. Epub 2015 Feb 6.

Abstract

Manganese-catalyzed CH functionalization reactions of ketimines set the stage for the expedient synthesis of cis-β-amino acid esters through site- and regioselective alkene annulations. The organometallic CH activation occurred efficiently with high functional group tolerance, delivering densely functionalized β-amino acid derivatives with ample scope.

Keywords: CH activation; amino acids; manganese; reaction mechanisms; selectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemical synthesis*
  • Catalysis
  • Esters / chemical synthesis*
  • Imines / chemistry*
  • Ketones / chemistry*
  • Magnetic Resonance Spectroscopy
  • Manganese / chemistry*
  • Organometallic Compounds / chemistry*
  • Stereoisomerism

Substances

  • Amino Acids
  • Esters
  • Imines
  • Ketones
  • Organometallic Compounds
  • Manganese