金属镍与吡啶磺酰咪唑啉配体络合物催化醛的不对称氢磷酰化反应

发布时间：2019-05-14 12:44

【摘要】：具有光学活性的α-羟基磷酸酯是一类有着广泛活性作用的中间体,其衍生物具有多种生物、生理作用,例如控制高血压、抗病毒治疗、除草功能、杀菌、调节植物生长、还可对酶的抑制起作用。醛的不对称氢磷酰化反应是合成这类化合物行之有效的方法之一,许多团队都在对其进行不断地探索。一般想要得到理想的光学化合物,大致有拆分法、不对称催化和不对称诱导等方法,而不对称催化反应是最直接最环保的选择方式,已经在一些领域得到了不断地推广和发展。本论文就着重介绍我们课题组探究醛的不对称氢磷酰化反应所做出的一些成果,通过对这些实验的尝试,给以后发展这类不对称催化反应提供一个参考依据。一种新型的金属催化剂,应用在镍与吡啶磺酰咪唑啉配体络合物催化醛的不对称氢磷酰化反应。无论芳香醛、芳杂醛、稠环、α,β-不饱和醛还是脂肪醛作为底物,这个催化体系都能表现出良好的底物普适性,所得到ee值和收率高达97%和99%。
[Abstract]:Optically active 伪-hydroxyphosphate is a class of intermediates with a wide range of active effects. Its derivatives have a variety of biological and physiological functions, such as control of hypertension, antiviral therapy, herbicidal function, sterilization, regulation of plant growth. It can also play an important role in the inhibition of enzymes. Asymmetric hydrophosphate reaction of aldehydes is one of the effective methods for the synthesis of these compounds, and many teams are constantly exploring them. Generally speaking, there are some methods for obtaining ideal optical compounds, such as disassembly method, asymmetric catalysis and asymmetric induction, and asymmetric catalytic reaction is the most direct and environmentally friendly choice, which has been continuously popularized and developed in some fields. In this paper, we focus on some results of asymmetric hydrophosphate reaction of aldehydes in our research group, and provide a reference for the development of this kind of asymmetric catalytic reaction in the future through the attempt of these experiments. A new type of metal catalyst has been applied to the asymmetric hydrophosphate reaction of aldehydes catalyzed by the ligand complex of nickel and pyridine sulfonylImidazolin. Whether aromatic alaldehyde, aromatic hetero-aldehyde, dense ring, 伪, 尾-unsaturated aldehyde or fatty aldehyde as substrate, this catalytic system can show good substrate universality, and the ee value and yield are as high as 97% and 99%.
【学位授予单位】：重庆医科大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O621.251

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