Organocatalytic Oxidative Enamine Catalysis and 1,5-Hydride Transfer/Cyclization: Synthesis of Tetrahydroquinoline Derivatives

We have presented the first example of a organocatalytic oxidative enamine catalysis and hydride transfer/ring closure reaction cascade. The synthetically useful ring-fused tetrahydroquinoline derivatives were obtained in moderate yields and high levels of diastereoselectivities. Further investigations for the asymmetric version of this organocatalytic oxidative enamine catalysis and internal redox reaction are under way. The development of C-C bond formation via C-H bonds activation has become an area of intense interest in synthetic organic chemistry. Because such reactions offer efficient methods for the construction of structurally complex and biologically active compounds. Direct oxidative β-function-alization of simple aldehydes to β-functionalized ones is highly desirable, given this highly atom-economic, highly efficient, and waste reduced process. However, the enantioselective routes for the oxidative β-functionalization of simple aldehydes have been rare