Multi-Component Reaction Via Ammonium Ylide Trapping With Imines And Multi-Component Tandem Reaction Via Oxonium Ylide Trapping With Aldehydes

Multi-component reaction and multi-component tandem reaction can conveniently synthesize compounds with some functional groups and diversity structures only one step through some simple materials. It has so many advantages that simple two component reaction cannot compare such as high efficiency, high convergent and operational simplicity. Recently, it is reported that more and more drugs apply multi-component reaction and multi-component tandem reactions for key intermediates’synthesis. So this type of reaction attracts more and more attention including scientific and industry. Our group has reported a series of multi-component reactions based on trapping ammonium/oxonium ylide, which greatly enrich diazo chemistry.In the first chapter, we used rhodium to realize the reaction successfully that imine trapped ammonium ylide, which formed through amide and diazo. Through simple operation, we can construct alpha amino beta amide carboxylate derivatives with high diastereoselectivity. Then we made further research on product and found that the cyclization product can be obtained if 20 mol% AgOTf was added in system.In the second chapter, we chose rhodium and racemic zirconium to achieve three component reaction that aldehyde trapped oxonium ylide. Also, we further studied the tandem reaction (aldol reaction/Diels-Alder reaction), through which we can got six-member ring compounds that contained multiple chiral centers.