Stereoselective synthesis of chiral sultam-fused dihydropyridinones <i>via</i> photopromoted NHC catalyzed [4 + 2] annulation
Yangxu Chen, Bai Shi, Huiping Yin, Yinping Liu, Chenxia Yu, Kai Zhang, Tuanjie Li, Changsheng Yao
Abstract
A photopromoted NHC catalyzed asymmetric [4+2] annulation of saccharine-derived azadienes and α -diazoketones was developed, affording the corresponding sultam-fused dihydropyridinones efficiently (up to 80% yield, 99% ee and >20 : 1 d.r.).
Topics & Concepts
AnnulationChemistryYield (engineering)StereoselectivityCatalysisMedicinal chemistryStereochemistryOrganic chemistryCombinatorial chemistryMetallurgyMaterials scienceN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCyclopropane Reaction MechanismsCatalytic Cross-Coupling Reactions