52128-98-0Relevant academic research and scientific papers
Asymmetric combinational “metal-biocatalytic system”: One approach to chiral 2-subsituted-tetrahydroquinoline-4-ols towards two-step one-pot processes in aqueous media
Wang, Juxiang,Li, Ke,Zhou, Xiaojian,Han, Wenyong,Wan, Nanwei,Cui, Baodong,Wang, Huihui,Yuan, Weicheng,Chen, Yongzheng
, p. 2252 - 2254 (2017)
A novel asymmetric “metal-biocatalytic system”, involving Rh-catalyzed asymmetric transfer hydrogenation and whole cell mediated asymmetric hydroxylation in aqueous buffer, has been achieved. The methodology gives access to 2-subsituted-tetrahydroquinoline-4-ols bearing two stereocenters from 2-subsituted-quinolines in moderate to excellent results (up to 47% yield, 99:1 dr, and >99% ee).
Enantioselective synthesis of 1,2,3,4-tetrahydroquinoline-4-ols and 2,3-dihydroquinolin-4(1: H)-ones via a sequential asymmetric hydroxylation/diastereoselective oxidation process using Rhodococcus equi ZMU-LK19
Li, Ke,Wang, Juxiang,Wu, Kailin,Zheng, Daijun,Zhou, Xiaojian,Han, Wenyong,Wan, Nanwei,Cui, Baodong,Chen, Yongzheng
supporting information, p. 3580 - 3584 (2017/07/11)
A cascade biocatalysis system involving asymmetric hydroxylation and diastereoselective oxidation was developed using Rhodococcus equi ZMU-LK19, which gave chiral 2-substituted-1,2,3,4-tetrahydroquinoline-4-ols (2) (up to 57% isolated yield, 99:1 dr, and >99% ee) and chiral 2-substituted-2,3-dihydroquinolin-4(1H)-ones (3) (up to 25% isolated yield, and >99% ee) from (±)-2-substituted-tetrahydroquinolines (1). In addition, a possible mechanism for this cascade biocatalysis was tentatively proposed.
