An organocatalytic asymmetric Mannich reaction of pyrazoleamides with cyclic trifluoromethyl ketimines: enantioselective access to dihydroquinazolinone skeletons
An organocatalytic asymmetric Mannich reaction of pyrazoleamides with cyclic trifluoromethyl ketimines: enantioselective access to dihydroquinazolinone skeletons
复制标题
吡唑酰胺与环状三氟甲基酮亚胺的有机催化不对称曼尼希反应：对映选择性获得二氢喹唑啉酮骨架
DOI：
10.1039/c8ob00707a
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发表时间：
2018
影响因子：
3.2
通讯作者：
Yuan Wei-Cheng
中科院分区：
文献类型：
--
作者：
Luo Yuan;Xie Ke-Xin;Yue Deng-Feng;Zhang Xiao-Mei;Xu Xiao-Ying;Yuan Wei-Cheng
以手性双功能胺-方酰胺为催化剂，研究了吡唑酰胺和环状三氟甲基酮亚胺的不对称Mannich反应。以良好至优异的产率（高达99%）和高的非对映选择性（高达99%ee和>20：1dr）容易地获得了宽范围的带有相邻的季和叔立体中心的三氟甲基二氢喹唑啉酮衍生物。 并对产品的放大试验和转化进行了论证。
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.