Copper-Catalyzed Stereoselective Proto-Silylation Reaction Of α,β-Unsaturated Ketimines

The transition-metal catalyzed conjugate addition reaction is one of the most significant methodologies in organic synthesis,including 1,4-conjugate addition reaction and 1,6-conjugate addition reaction,and it has been attracting widespread attention of organic chemists in the past decades,especially copper,ruthenium,nickel and other types of transition-metal catalyzed conjugate addition reactions.Due to the wide range of substrates,high stereoselectivity and regioselectivity,transition-metal catalyzed asymmetric conjugate addition reactions play a vital role in constructing functionalized carbon-carbon bonds and carbon heteroatom bonds.Additionally,due to the varieties of catalysts,low cost,and high selectivity,copper-catalyzed conjugate addition reactions have been well studied by the organic chemists.On the other hand,the methodology of constructing carbon-silicon bonds is widely applied in organic transformations,material chemistry,total synthesis of natural products and the design of novel drug molecules.Thus,the development of novel and useful metal catalysts system with high selectivity and high production for synthesizing organic silicon segments has become a significant area of organic synthesis.Based on the background of these,this dissertation is split into two chapters to discuss the strategies of copper-catalyzed asymmetric conjugate addition to α,β-unsaturated systems.The details are as follows:Chapter 1:The Development of Copper-Catalyzed Asymmetric Conjugated Addition ReactionsThis chapter systematically introduces copper-catalyzed asymmetric conjugate addition to α,β-unsaturated systems with the organometallic reagent,and the nucleophilic reagents mainly include organomagnesium,organozinc,organoaluminum.And the development of copper-catalyzed asymmetric proto-silylation addition reactions was well documented as well.Chapter 2:Copper-Catalyzed Stereoselective Proto-Silylation of α,β-Unsaturated KetiminesIn this chapter,we mainly focused on the stereoselective copper-catalyzed proto-silylation of α,β-unsaturated ketimines by conditional screening and design of different structure of the ligands to synthesis functional allylsilanes,and we also investigated the practical applications of the targeted molecular in organic synthesis.