Design and synthesis of novel chiral pyrrolidine-based diamines with C2-symmetry

Article abstract of DOI:10.1016/S0040-4020(01)80176-9

Novel chiral pyrrolidine-based diamines with C₂-symmetry 2, 3 and their related compounds 4-8 were designed and synthesized in optically pure forms. Both (+)- and (-)-2 were prepared from optical active ditosylate 9. 3 was prepared from 3,5-dimethylbenzaldehyde through optical resolution and its absolute stereochemistry was correlated with 2,3-dimethylsuccinate 27. 4 was prepared from (-)-diol 28. 5-8 were prepared from 9 and 11.