Highly efficient synthesis of beta-amino acid derivatives via asymmetric hydrogenation of unprotected enamines

J Am Chem Soc. 2004 Aug 18;126(32):9918-9. doi: 10.1021/ja047901i.

Abstract

A direct asymmetric hydrogenation of unprotected enamino esters and amides is described. Catalyzed by Rh complexes with Josiphos-type chiral ligands, this method gives beta-amino esters and amides in high yield and high ee (93-97% ee). No acyl protection/deprotection is required.

MeSH terms

  • Alkenes / chemistry
  • Amides / chemical synthesis*
  • Amines / chemistry*
  • Amino Acids / chemistry*
  • Catalysis
  • Esters / chemical synthesis*
  • Hydrogenation
  • Stereoisomerism

Substances

  • Alkenes
  • Amides
  • Amines
  • Amino Acids
  • Esters