Chiral Bronsted Acid Catalyzed Sulfur Ylides Mediated Protonation-amination Reaction

amino ketones are a common function group in bio-active molecules which are ubiquitous in small molecular drugs.Due to the limitation of synthesis method,many discovered and used drugs which contain ?-amino ketones structure are racemic,Owing to the differences biological activity between enantiomers,the discovery of new chiral ?-amino ketones synthesis strategy has significant meaning in pharmaceutical.This article have mainly discussed sulfur ylides mediated protonation-amination reaction to synthesis ?-amino ketones.Combined with the previous work of activated sulfoxide mediated difunctionalization of alkynes,we designed and synthesized a new type of prochiral sulfur ylides.The prochiral sulfur ylides can react with aromatic amines in the presence of chiral 1,2,3,4,5-pentacarboxy-cyclopentadiene(PCCP)catalyst or chiral phosphoric acid(CPA)catalyst and obtained high enantioselectivity ?-amino ketones synthesis.The reaction yield can up to 79%with 99%ee.We have also applied this strategy in reaction with aliphatic amines.The yield can reach up to 90%with 73%ee.In summary,we have successfully developed a new chiral a-amino ketones synthesis strategy which have great potential in pharmaceutical.