Unexplored nucleophilic ring opening of aziridines

Molecules. 2010 Dec 10;15(12):9135-44. doi: 10.3390/molecules15129135.

Abstract

The reactivity of dianions of carboxylic acids towards aziridines has been studied. Although, a similar reactivity to that of enolates from ketones, esters or amides has been observed, the method directly yields γ-aminoacids in one step. The method is complementary of previous results of enenediolate reactivity with other electrophiles. A comparative study with the reactivity of this enediolates with epoxides is included.

Publication types

  • Comparative Study

MeSH terms

  • Amino Acids / chemical synthesis
  • Amino Acids / chemistry
  • Aziridines / chemistry*
  • Epoxy Compounds / chemistry
  • Ketones / chemistry

Substances

  • Amino Acids
  • Aziridines
  • Epoxy Compounds
  • Ketones