| This thesis is composed of two parts:(1) The cascade reactions catalyzed by N-heterocyclic carbenes have obtained growing attention in recent five years. The research progress of the cascade reactions based on α,β-unsaturated aldehydes and α,β-unsaturated acylazolium intermediate catalyzed by N-heterocyclic carbene is reviewed.(2) We have developed an efficient NHC-catalyzed stereoselective aza-Michael-Michael-lactonization cascade reaction of2’-aminophenylenones and2-bromoenals. Functionalized tetrahydroquinolines with three consecutive stereogenic centers were obtained in high yield (up to98%) with excellent diastereo-(>25:1dr) and enantioselectivities (up to98.7%ee). This approach is attractive due to the mild reaction conditions and the potential utilization value of the products in molecular biology and pharmacy. In addition, this strategy extends the scope of NHC-catalysis and provides a simple protocol for the NHC-catalyzed cascade reaction. |
