重氮膦酸酯与重氮羧酸酯相比,具有较大的空间位阻和较弱的亲核性,要实现其作为亲核试剂参与的不对称反应难度较大，目前仅与醛亚胺的不对称Mannich反应获得了成功;本项目试图开发重氮膦酸酯的新用途，通过设计和选择合适的手性双功能有机催化剂或Lewis酸催化剂，力争实现其作为亲核试剂与α, β不饱和化合物的不对称Michael加成反应、与MBH酯的不对称烯丙基取代反应以及与酮及酮酸酯(酰胺)亚胺的不对称Mannich反应等系列反应,从而为获取系列光学活性的含有重氮膦酸酯等多种官能团的化合物建立新的方法,这些化合物可进一步用于有机合成和药物合成中,因此,该项目如能成功实施，无疑具有较大的理论意义和应用前景。

It is difficult to realize the asymmetric reactions of involving diazomethylphosphonate as nucleophiles due to its greater steric hindrance and weakly nucleophilic ability comparative with diazoacetate, and till now, only the asymmetric Mannich reactions of it with aldimine have been achieved; This project try to exploit the novel usage of diazomethylphosphonate and endeavor to realize a series of asymmetric reactions of it as nucleophiles, e.g. the asymmetric Michael addition reactions with α, β-unsaturated compounds, the asymmetric allyl substituent reactions with MBH esters, and the asymmetric Mannich reactions with ketimines or ketimine esters (amides) by designing and opting for proper chiral bifunctional organocatalysts or Lewis acid catalysts. Thus novel methodologies would be established for access to series of optical activity compounds which containing diazophosphonate and etc multifunctional groups. These compounds could be further used in organic and medical synthesis. And so, it is undoubtedly with great theoretic value and applied prospect if the project will be carried out successfully.