Synthesis of Carboxylated Pyrrolidine Derivatives via 1,3-Dipolar Cycloadditions of Homochiral Double-Stabilised E-Azomethine Ylids.

Article abstract of DOI:10.1016/0957-4166(95)00198-X

The preparation and subsequent diastereoselective 1,3- dipolar cycloaddition of E-carboethoxy-substituted azomethine ylids derived by condensating 5-(S)-phenylmorpholinone (1) with ethyl glyoxalate is described.Removal of the chiral template furnishes enantiomerically pure pyrrolidine-2,5-dicarboxylate derivatives.