Highly enantioselective iridium-catalyzed hydrogenation of heteroaromatic compounds, quinolines.
The highly enantioselective hydrogenation of quinoline derivatives is developed using [Ir(COD)Cl]2/(R)-MeO-Biphep/I2 system, and this methodology has been applied to the asymmetric synthesis of three naturally occurring alkaloids angustureine, galipinine, and cuspareine. This method provided an efficient access to a variety of optically active tetrahydroquinolines with up to 96% ee.
Wang
Wen-Bo
WB
Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. China.
Lu
Sheng-Mei
SM
Yang
Peng-Yu
PY
Han
Xiu-Wen
XW
Zhou
Yong-Gui
YG
D002384:Catalysis; D006865:Hydrogenation; D007495:Iridium / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D009942:Organometallic Compounds; D011804:Quinolines; D007495:Iridium