An efficient synthesis of gamma-amino acids and attempts to drive its enantioselectivity

Molecules. 2008 Mar 27;13(4):716-28. doi: 10.3390/molecules13040716.

Abstract

Addition of carboxylic acid dianions to bromoacetonitrile lead, in good yields,to the corresponding gamma-cyanoacids, which on hydrogenation yielded gamma-amino acids. This two step methodology improves upon previously described results. Poor e.e's resultedfrom our attempts to drive the enantioselectivity of this transformation by chiral amide induction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetonitriles / chemistry
  • Amides / chemistry
  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry*
  • Carboxylic Acids / chemistry
  • Phenylacetates / chemistry
  • Stereoisomerism

Substances

  • Acetonitriles
  • Amides
  • Amino Acids
  • Carboxylic Acids
  • Phenylacetates
  • phenylacetic acid
  • acetonitrile