National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
Org Biomol Chem. 2018 May 9;16(18):3372-3375. doi: 10.1039/c8ob00707a.
An organocatalyzed asymmetric Mannich reaction of pyrazoleamides and cyclic trifluoromethyl ketimines with a chiral bifunctional amine-squaramide as the catalyst was developed. A wide range of trifluoromethyl dihydroquinazolinone derivatives bearing adjacent quaternary and tertiary stereogenic centers were readily obtained in good to excellent yields (up to 99%) with high diastereo- and enantioselectivities (up to 99% ee and >20 : 1 dr). The large scale experiment and transformation of the product have also been demonstrated.
发展了一种手性双功能伯胺-酰亚胺作为催化剂的吡唑酰胺和环状三氟甲基亚胺的有机催化不对称 Mannich 反应。通过该方法可以很容易地获得一系列含有相邻季碳和三级手性中心的三氟甲基二氢喹唑啉酮衍生物，产率高（高达 99%），非对映选择性和对映选择性好（高达 99%ee 和>20:1dr）。还进行了放大实验和产物转化。
