The Synthesis Of New Ferrocenyl Heterocyclic Propanol Chiral Ligands Of The Application In Asymmetric Reactions

In this thesis, ten novel enantiopure ferrocenyl aziridino alcohols as chiral ligands were designed and synthesized from readily available natural L-amino acids. The studies on these chiral ligands possessing C₂-symmetrical axial chirality were carried out for the application in the catalytic asymmetric addition of diethyl zinc to aldehydes.The synthesis of chiral ferrocenyl aziridino alcohol ligands with C2-asymmetry and their application in the asymmetric catalysisTen novel chiral C2-asymmetric 1,1 -disubstituted ferrocenyl aziridino alcohol ligands 9a-j were synthesized and characterized by ¹HNMR, ¹NMR, IR, MS and elemental analysis, respectively. The structure of compounds 9j was further confirmed by X-ray diffraction. The crystal structure of compounds 9j revealed that a C2-symmetric chiral axis existed in the crystalline state. The chiral ligands 9a-j were used to catalyzed the reaction of diethylzinc with arylaldehydes, and the preliminary results showed that C₂-symmetric ligands 9a-j, except 9f and 9j, afforded higher enantioselectivity than ligands ( I ) , respectively. The steric hindrance near the hydroxyl moiety had significant effect on the enantioselectivity. In the presence of...