Synthesis of Chiral Pyrrolidine Derivatives from (S)-Pyroglutamic Acid. I : 7-Substituted (2R, 5S)-2-Aryl-1-aza-3-oxabicyclo[3.3.0]octan-8-ones, 7-Substituted (2R, 5S)-2-Aryl-1-aza-3-oxabicyclo[3.3.0]oct-6-en-8-ones and 3-Substituted (S)-5-(Hydroxymethyl)-2-pyrrolidinones

Abstract

The following chiral pyrrolidine derivatives, 7-substituted (2R, 5S)-2-aryl-1-aza-3-oxabicyclo[3.3.0]octan-8-ones(18-24), 7-substituted (2R, 5S)-2-aryl-1-aza-3-oxabicyclo[3.3.0]oct-6-en-8-ones (25-29) and 3-substituted (S)-5-(hydroxymethyl)-2-pyrrolidinones (30-34), were synthesized starting from (S)-pyroglutamic acid and their absolute configurations were determined based on their ¹H-NMR spectra.