The Design Of Chiral Organocatalyst And Michael Addition Of Secondary Amine And 2(5H) Furanone Catalyzed By Chiral Organocatalyst

Organocatalysis has become the third method besides organometallic catalysis and enzymatic catalysis, which has been considered as a powerful measure to synthesize complex chiral organic molecular. How to design the proper catalyst according to the reactions is the main problem which we should think over. In this dissertation, We use the chiral (1S, 2S)-(-)-1, 2-Diphenylethylenediamine as the starting material to synthesize some chiral bifunctional thioureas with reactive function groups and try to use them to catalyze the Michael addition of secondary amine to 2(5H)-furanone which has scarcely been reported before. After some theoretical analysis and experiments, we find that chiral bifunctional thiourea bearing the structure of Schiff base has the good solubility and proper reactive catalytic groups; it is very promising to asymmetrically catalyze the Michael addition of unsaturated lactone. Via the researching work of this dissertation, new notion has been put forward to asymmetrically catalyze the Michael addition of unsaturated lactone. This makes it possible to mimic the enzyme.