111193-48-7Relevant academic research and scientific papers
Nucleophilic Ring Opening of Aziridine-2-carboxylates with Wittig Reagents; An Enantioefficient Synthesis of Unsaturated Amino Acids
Baldwin, Jack E.,Adlington, Robert M.,Robinson, Nicholas G.
, p. 153 - 155 (2007/10/02)
Reaction of N-tosyl- or N-acyl aziridine-(2S)-carboxylate esters with carbonyl stabilized Wittig reagents provides an isolable phosphorus ylide resulting from opening of the aziridine ring; this ylidine reacts with carbonyl compounds to provide a novel synthesis of optically pure unsaturated amino acids, exemplified by enantioefficient syntheses of the naturally occuring (2S)-γ-methyleneglutamic acid and (E)-(2S)-4-ethylideneglutamic acid.
