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. 2003 Sep 3;125(35):10536-7.
doi: 10.1021/ja0353762.

Highly enantioselective iridium-catalyzed hydrogenation of heteroaromatic compounds, quinolines

Wen-Bo Wang  1 , Sheng-Mei Lu, Peng-Yu Yang, Xiu-Wen Han, Yong-Gui Zhou
Affiliations

Highly enantioselective iridium-catalyzed hydrogenation of heteroaromatic compounds, quinolines

Wen-Bo Wang et al. J Am Chem Soc. .

Abstract

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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