DESIGN AND SYNTHESIS OF NOVEL CHIRAL PYRROLIDINE-BASED DIAMINES WITH C(2)-SYMMETRY

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.