1416892-63-1Relevant articles and documents
Enantioselective Synthesis of Tetrahydroquinolines via One-Pot Cascade Biomimetic Reduction?
Zhao, Zi-Biao,Li, Xiang,Chen, Mu-Wang,Wu, Bo,Zhou, Yong-Gui
, p. 1691 - 1695 (2020/11/03)
A novel and efficient protocol for the synthesis of chiral tetrahydroquinoline derivatives with excellent enantioselectivities and high yields has been developed through one-pot cascade biomimetic reduction. The detailed reaction pathway includes the acid-catalyzed and ruthenium-catalyzed formation of aromatic quinoline intermediates and biomimetic asymmetric reduction.
Cooperative Organocatalysis: A Systematic Investigation of Covalently Linked Organophosphoric Acids for the Stereoselective Transfer Hydrogenation of Quinolines
Th?lke, Simon,Zhu, Hui,Jansen, Dennis,Octa-Smolin, Frescilia,Thiele, Maike,Kaupmees, Karl,Leito, Ivo,Grimme, Stefan,Niemeyer, Jochen
supporting information, p. 5190 - 5195 (2019/06/08)
A series of covalently linked bis- and trisphosphoric acids was investigated for their application in the stereoselective transfer-hydrogenation of quinolines. In a combined experimental and theoretical study, it was found that the number and relative pos
Highly enantioselective spinol-derived phosphoric acid catalyzed transfer hydrogenation of diverse C=N-containing heterocycles
Zhang, Yiliang,Zhao, Rong,Bao, Robert Li-Yuan,Shi, Lei
supporting information, p. 3344 - 3351 (2015/05/20)
A highly efficient and enantioselective hydrogenation of diversely substituted C=N-containing heterocyclic compounds such as 3-aryl-1,4-benzoxazines and 2-arylquinolines was experimentally explored by using 1,1′-spirobiindane-7,7′-diol-derived chiral phosphoric acids as the catalyst. This method provides straightforward access to the corresponding tetrahydroquinolines and dihydro-2H-1,4-benzothiazines in high yields (85-99%) with excellent enantioselectivities (91-99%). The attractive features of this procedure, which include mild reaction conditions, operational simplicity, relatively low catalyst loading (1 mol-%), and high levels of enantioselectivities, make it a useful approach for the practical synthesis of optically active nitrogen-containing aromatic heterocycles.