1198359-49-7Relevant articles and documents
Enantiodivergent Synthesis of Chiral Tetrahydroquinoline Derivatives via Ir-Catalyzed Asymmetric Hydrogenation: Solvent-Dependent Enantioselective Control and Mechanistic Investigations
Han, Zhengyu,Liu, Gang,Yang, Xuanliang,Dong, Xiu-Qin,Zhang, Xumu
, p. 7281 - 7291 (2021/06/30)
Ir-catalyzed asymmetric hydrogenation of quinolines was developed, and both enantiomers of chiral tetrahydroquinoline derivatives could be easily obtained, respectively, in high yields with good enantioselectivities through the adjustment of reaction solvents (toluene/dioxane: up to 99% yield, 98% ee (R), TON = 680; EtOH: up to 99% yield, 94% ee (S), TON = 1680). It provided an efficient and simple synthetic strategy for the enantiodivergent synthesis of chiral tetrahydroquinolines, and gram-scale asymmetric hydrogenation proceeded well with low-catalyst loading in these two reaction systems. A series of deuterium-labeling experiments, control experiments, and 1H NMR and electrospray ionization-mass spectrometry experiments have been conducted, and a reasonable and possible reaction process was revealed on the basis of these useful observations.
One-pot biomimetic synthesis of chiral tetrahydroquinoline compound
-
Paragraph 0043, (2020/11/09)
The invention provides a method for one-pot biomimetic synthesis of a chiral tetrahydroquinoline compound, wherein the chiral tetrahydroquinoline compound is synthesized by starting from a simple andeasily available 2-aminochalcone substrate through one-pot biomimetic synthesis, and the enantiomeric excess of the chiral tetrahydroquinoline compound can reach 92%. The method is simple, convenientand practical to operate, high in enantioselectivity, good in yield, environmentally friendly, green and mild in reaction condition, and has potential practical application value.
Enantioselective cooperative triple catalysis: Unique roles of Au(i)/amine/chiral Bronsted acid catalysts in the addition/ cycloisomerization/transfer hydrogenation cascade
Patil, Nitin T.,Raut, Vivek S.,Tella, Ramesh Babu
, p. 570 - 572 (2013/02/22)
An enantioselective cooperative process involving the concerted/ simultaneous action of three different catalysts i.e. Au(i)/amine/chiral Bronsted acid catalysts has been realized for the synthesis of 2-substituted tetrahydroquinolines from 2-aminobenzaldehydes and terminal alkynes.