A highly enantioselective four-component reaction for the efficient construction of chiral β-hydroxy-α-amino acid derivatives

Chem Commun (Camb). 2013 Apr 4;49(26):2700-2. doi: 10.1039/c3cc40546j.

Abstract

An enantioselective four-component reaction of a diazoketone, water, an aniline and ethyl glyoxylate in the presence of catalytic Rh2(OAc)4 and a chiral Brønsted acid was developed to efficiently produce β-hydroxy-α-amino acid derivatives in good yields with high diastereoselectivity and enantioselectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Aniline Compounds / chemistry
  • Glyoxylates / chemistry
  • Ketones / chemistry
  • Molecular Structure
  • Stereoisomerism
  • Water / chemistry

Substances

  • Amino Acids
  • Aniline Compounds
  • Glyoxylates
  • Ketones
  • Water
  • aniline