Synthesis Of Chiral Bis(oxazoline)/Bis(thiazoline) Ligands And Their Application In The 1,3-Dipolar Cycloaddition Reactions

The thesis is composed of four parts:PART I. Recent Developments Metal-Catalyzed Asymmetric 1,3-dipolar CycloadditionReactionsThis review summarizes current progress in metal-catalyzed asymmetric 1,3-dipolar cycloaddition reactions. The reaction of different 1,3-dipoles was included, such as nitrones, nitrile oxides and nitrile ylides.PART II. Synthesis of Chiral Bisoxazolines and Bisthiazolines Ligands and Their Application in Asymmetric 1,3-dipolar Cycloaddition ReactionsA series of novel chiral bisoxazoline and bisthiazoline compounds were synthesized. Among them, bisoxazolines were used as efficient catalysts with nickel perchlorate in ADC reaction. Bisthiazolines revealed lower catalytic activities.PART III. Synthesis, Structure and Studies on Catalytic Activity ofβ-Hydroxy AcylamideSeveral novel camphor derivates containing a chiral amino alcohol moiety were synthesized from camphor and Z,-phenylalanine. The structure was determined by single crystal X-ray diffraction, IR, ¹H and ¹³C NMR spectra.PART IV. Studies on Asymmetric Reaction of Nitroesters with NitroalkenesOrgano-catalysed Michael addition of nitroesters with nitroalkenes has been studied. The products were obtained in high yields, and diastereoselectivity was determined by ¹H NMR spectra.