Palladium-catalyzed mono-N-allylation of unprotected amino acids with 1,1-dimethylallyl alcohol in water

Org Biomol Chem. 2011 Jun 7;9(11):4044-50. doi: 10.1039/c1ob05238a. Epub 2011 Apr 19.

Abstract

Palladium-catalyzed N-allylation of unprotected amino acids with 1,1-dimethylallyl alcohol were carried out. The reaction in the presence of Pd(OAc)(2) (5 mol%), sodium diphenylphosphinobenzene-3-sulfonate (TPPMS, 10 mol%), and AcONa (2 equiv) in water at 120 °C for 16 h in a sealed tube gave only mono-N-allylated amino acids in good yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Amino Acids / chemistry*
  • Catalysis
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Palladium / chemistry*
  • Propanols / chemistry*
  • Stereoisomerism
  • Water / chemistry*

Substances

  • Amino Acids
  • Organometallic Compounds
  • Propanols
  • Water
  • allyl alcohol
  • Palladium