Imine Amidation Catalyzed By Chiral Calcium Phosphate Complexes

Chirality is an important and ubiquitous property in nature.Most proteins and amino acids in the human body have chirality.The method of synthesis of chiral compounds catalyzed by small organic molecules should be widely used in asymmetric synthesis.It is worth mentioning that chiral phosphoric acid is an important branch.This article will introduce this report from three parts.The first part introduces the background of this subject,including the introduction of asymmetric catalytic reaction,organic catalysis,the origin of binaphthol BINOL phosphate derivatives,the history of the development of bi-arch aryl VAPOL phosphoric acid derivatives and chiral phosphate complexes;the second part introduces the type of addition reaction between nucleophilic reagents and imines under the action of chiral phosphoric acid catalysts.In this process,including the reaction of synthesizing N,N-acetal asymmetric compounds.At the same time,considering the imine amidation reaction published by our group and the discovery of chiral phosphates,in order to find the most effective and true catalyst for this reaction,we screened the synthesis of N,N-acetal optimal reaction conditions for symmetrical compounds.In this section,it is proved that the real catalyst for the synthesis of N,N-acetal asymmetric compounds is chiral calcium phosphate instead of chiral phosphoric acid.We have achieved more substrate adaptation by optimizing experimental conditions,catalyzing the synthesis of products with very little catalyst content,the yield and enantioselectivity of the products are extremely high,and excellent results were obtained.The proposed mechanism of this reaction and absolute configuration of products were introduced;the third part introduces the experimental process,synthetic catalysts include imines,as well as synthetic N,N-acetal compound asymmetric detailed procedure.