Enantioselective synthesis mediated by chiral crystal of achiral hippuric acid in conjunction with asymmetric autocatalysis

Chem Commun (Camb). 2006 May 7:(17):1869-71. doi: 10.1039/b602442d. Epub 2006 Mar 21.

Abstract

Enantiomorphous crystals composed of achiral hippuric acid, i.e., naturally occurring N-benzoylglycine, have been used successfully as chiral inducers in enantioselective synthesis in combination with asymmetric autocatalysis to afford the product with extremely high enantiomeric excess.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Circular Dichroism
  • Crystallization
  • Hippurates / chemical synthesis
  • Hippurates / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Hippurates
  • hippuric acid