Iron porphyrin-catalyzed three-component reaction of ethyl diazoacetate with aliphatic amines and β,γ-unsaturated α-keto esters

Org Lett. 2013 Dec 20;15(24):6140-3. doi: 10.1021/ol403011r. Epub 2013 Nov 19.

Abstract

An iron porphyrin-catalyzed three-component reaction of ethyl diazoacetate with aliphatic amines and β,γ-unsaturated α-keto esters is reported. The use of iron porphyrin catalyst allows aliphatic amines to be used as the substrate without encountering catalyst poisoning issue and a series of β-hydroxy-α-amino esters are produced in high yields with excellent regioselectivities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Catalysis
  • Diazonium Compounds / chemistry*
  • Esters / chemical synthesis*
  • Esters / chemistry*
  • Iron / chemistry*
  • Metalloporphyrins / chemistry*
  • Molecular Structure

Substances

  • Amines
  • Diazonium Compounds
  • Esters
  • Metalloporphyrins
  • Iron
  • diazoacetic ester