Stereoselective synthesis of chiral sultam-fused dihydropyridinones via photopromoted NHC catalyzed [4+2] annulation
Stereoselective synthesis of chiral sultam-fused dihydropyridinones via photopromoted NHC catalyzed [4+2] annulation
复制标题
光促进 NHC 催化立体选择性合成手性磺内酰胺稠合二氢吡啶酮 [4 2] 环化
DOI：
10.1039/d2qo00908k
复制
发表时间：
2022-08-15
影响因子：
5.4
通讯作者：
Yao, Changsheng
中科院分区：
文献类型：
--
作者：
Chen, Yangxu;Shi, Bai;Yao, Changsheng
研究了光促进的NHC催化的糖精衍生的氮杂二烯和α-重氮酮的不对称[4 + 2]成环反应，得到了相应的磺内酰胺稠合的二氢吡啶酮，产率中等至良好，对映体和非对映体选择性（高达80%，99% ee和>20：1 dr）令人满意。该方案具有易于获得的底物，温和的反应条件和邻位叔碳和季碳立体中心的有效构建。
A photopromoted NHC catalyzed asymmetric [4 + 2] annulation of saccharine-derived azadienes and alpha-diazoketones was developed, affording the corresponding sultam-fused dihydropyridinones in moderate to good yields with satisfactory to excellent enantio- and diastereoselectivities (up to 80% yield, 99% ee and >20 : 1 dr). This protocol features readily available substrates, mild reaction conditions and an efficient construction of vicinal tertiary and quaternary carbon stereocenters.