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J Am Chem Soc. 2003 Sep 3;125(35):10536-7.

Highly enantioselective iridium-catalyzed hydrogenation of heteroaromatic compounds, quinolines.

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  • 1Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. China.


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.

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