The Mannich Reaction Of N-Boc And N-Cbz Protected Amines In Situ To Form C-Alkynyl Eneimine

In the modern synthetic of organic chemistry,the catalytic asymmetric synthesis of compounds is an important branch,because the chiral compounds are exist in our daily life.Among them,Michael reaction,Mannicn reaction are advantages and attractive ways of synthetize chiral compounds.The effective small molecular catalysts are have high catalytic activity,good antipodal selectivity and mild reaction conditions,easy preparation,practical wide.And that replace the shortcomings of the transition metal which polluted environment,but also to replace the limitations of enzymatic catalysis.It is these advantages make a qualitative leap in asymmetric reactions.Asymmetric reactions make more and more important in the chemical industry.In this paper,through two parts declare the central idea.The first part of this paper expounds the importance of chiral compounds,history and the research progress that urea(sulfur)catalyst catalyze stability imines occur mannich-type reaction,and we declare the different kinds of catalyst can catalyze asymmetric Mannich-type reaction.The second part elaborats that N-Boc and N-Cbz-protected c-alkynyl amine and malonyl thioester occur mannich-type reaction under lewis acid or alkaline reagents,anhydrous methylene chloride as a solvent,at room temperature,with 10 mol%lewis acid reagent and 200 mol%of the alkaline reagent can get up to 95%yield.The Mannich-type reaction include substrate expansions and wide adaptability,includes the fat and heterocyclic.In a word,The group uses N-Boc and N-Cbz-protected c-alkynyl amine generated in situ c-alkynyl enamine prompted by a Lewis acid,alkaline chemical reagent,then occur Mannich reaction with nucleophile reagent.The results have demonstrated that the lewis acid,alkaline chemical reagents occurs Mannich,which we believe that the propargylamine motif and a variety of functionalities in the product can serve as a useful synthetic handle for further elaboration into valuable compounds.Because this is a useful method to generate imine.While the use of chiral thiourea catalyzed reaction,the content of this part is still continuing,and great progress has been made.