(R)-BINOL制备的手性磷酸在不对称Mannich反应中的应用

Applications of (R)-BINOL Phosphoric Acid in Asymmetric Mannich Reactions

手性磷酸是本世纪初发展起来的一种新型有机小分子催化剂,其拥有一个Brnsted酸酸性位点和一个Lewis碱碱性位点,由于其酸性位点适宜的酸性,可向一些反应分子提供质子或与其形成氢键的弱相互作用,而碱性位点的磷氧双键可以提供孤对电子,因此手性磷酸具有双功能催化剂的优点,促使其在有机不对称反应中显示出独特的催化活性以及较高的对映选择性,特别在催化亚胺的反应中,更显示出特别高的催化效能。针对手性磷酸在不对称Mannich反应中的应用进展及其不对称催化作用机理进行综述,并对该类应用未来的发展方向做了一定的预测与展望。

Chiral phosphoric acid is a novel organic small molecule catalyst developed at the beginning of this century. It has a Brφnsted acid acidic site and a Lewis base basic site.It can provide protons to some reactive molecules due to its acidic acidity.Or a weak interaction with hydrogen bonds,and the phosphorus-oxygen double bond at the basic site can provide a lone pair of electrons.Therefore,chiral phosphoric acid has the advantage of a bifunctional catalyst,which promotes its unique catalysis in organic asymmetric reactions.The activity and higher enantioselectivity,especially in the reaction of the catalytic imine,show a particularly high catalytic efficiency.The application progress of chiral phosphoric acid in asymmetric Mannich reaction and its asymmetric catalytic mechanism are reviewed,and the future development direction of this kind of application is predicted and forecasted.