Asymmetric [3+2] Cycloaddition Catalyzed By Chiral Phosphoric Acid

As the core structure of many bioactive compounds,chiral dihydrobenzoindole skeleton has been widely used in biomedicine.However,asymmetric construction of chiral dihydrobenzoindole framework has the disadvantages of narrow substrate range,lack of application prospects and imperfect organic small molecule catalysis,so it is of great significance to explore the synthesis methods of chiral dihydrobenzoindole derivatives with wide applicability and application prospects.In this thesis,chiral dihydrobenzoindole framework has been constructed by asymmetric [3+2] cycloaddition reaction catalyzed by chiral phosphoric acid This paper is divided into three chapters:In Chapter 1,the progress of asymmetric cycloaddition reactions in recent years is reviewed,including asymmetric [2+2],[3+2] and [4+2] cycloaddition reactions.In particular,chiral phosphoric acid catalyzed asymmetric [3+2] cycloaddition reactions are summarized in detail.In Chapter 2,the synthesis of chiral dihydrobenzoindole derivatives by asymmetric [3+2] cycloaddition reacton catalyzed by chiral phosphoric acid is introduced.The reaction is simple,and a series of chiral dihydrobenzoindole derivatives are obtained with high yields and excellent stereoselectivity.In Chapter 3,the transition from reaction products to axial chirality is explored,which provides a new direction for the application of these compounds in practical production and life.At present,the enantioselectivity of the product is not ideal,and further study is needed.