Highly enantioselective iridium-catalyzed hydrogenation of heteroaromatic compounds, quinolines

Highly enantioselective iridium-catalyzed hydrogenation of heteroaromatic compounds, quinolines
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DOI:
10.1021/ja0353762
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发表时间:
2003-09-03
影响因子:
15
通讯作者:
Zhou, YG
Zhou, YG
中科院分区:
化学1区
文献类型:
--
作者:
Wang, WB;Lu, SM;Zhou, YG

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采用[Ir(COD)Cl]2/(R)-MeO-Biphep/ i2体系,建立了喹啉衍生物的高对映选择性加氢反应,并应用于三种天然生物碱的不对称合成:古古碱、加利平碱和库柏碱。该方法提供了一种高效的途径,获得了各种光学活性的四氢喹啉,其ee高达96%。
The highly enantioselective hydrogenation of quinoline derivatives is developed using [Ir(COD)Cl]2/(R)-MeO-Biphep/I2system, 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.