Novel preparation of chiral α-amino acids using the Mitsunobu-Tsunoda reaction

Chem Commun (Camb). 2013 Sep 11;49(70):7744-6. doi: 10.1039/c3cc44717k.

Abstract

An efficient synthesis of racemic or optically active α-amino acids by modified-Mitsunobu alkylation of a racemic or chiral glycine template from alcohols was developed. Libraries of amino acids were prepared in moderate to good yield with good to high enantioselectivity. This simple method widens the scope for preparation of structurally diverse amino acids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry
  • Alkylation
  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Coordination Complexes / chemistry
  • Glycine / chemistry
  • Nickel / chemistry
  • Phosphoranes / chemistry
  • Stereoisomerism

Substances

  • Alcohols
  • Amino Acids
  • Coordination Complexes
  • Phosphoranes
  • Nickel
  • Glycine