Catalytic asymmetric synthesis of <i>N</i>-substituted tetrahydroquinoxalines <i>via</i> regioselective Heyns rearrangement and stereoselective transfer hydrogenation in one pot
Jin Huang, Guangxun Li, Gao-feng Yang, Dingqiang Fu, Xiao‐kang Nie, Xin Cui, Jinzhong Zhao, Zhuo Tang
Abstract
-Substituted tetrahydroquinoxalines (37 examples) were step-economically obtained in good yield (<97%) and ee (<99%) with readily available substrates. The reaction proceeds through an interesting regioselective Heyns rearrangement/enantioselective transfer hydrogenation in one pot. The substrate scope and the reaction mechanism were systematically investigated.
Topics & Concepts
RegioselectivityStereoselectivityYield (engineering)CatalysisChemistryStereochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryMaterials scienceMetallurgyAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisChemical Synthesis and Analysis