Enantioselective synthesis of trifluoromethyl substituted piperidines with multiple stereogenic centers via hydrogenation of pyridinium hydrochlorides

Enantioselective synthesis of trifluoromethyl substituted piperidines with multiple stereogenic centers via hydrogenation of pyridinium hydrochlorides
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盐酸吡啶鎓氢化对映选择性合成具有多立体中心的三氟甲基取代哌啶

DOI:
10.1039/c5qo00069f
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发表时间:
2015-01-01
影响因子:
5.4
通讯作者:
Zhou, Yong-Gui
Zhou, Yong-Gui
中科院分区:
化学1区
文献类型:
--
作者:
Chen, Mu-Wang;Ye, Zhi-Shi;Zhou, Yong-Gui

文献摘要

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描述了三氟甲基取代的吡啶鎓盐酸盐的对映选择性铱催化氢化。三氟甲基的引入由于吸电子效应而增加了反应性。一次操作可以产生三个立体中心。该方法为制备 ee 高达 90% 的手性多取代哌啶提供了便捷的途径。
An enantioselective iridium-catalyzed hydrogenation of trifluoromethyl substituted pyridinium hydrochlorides is described. Introduction of a trifluoromethyl group increases the reactivity due to the electron-withdrawing effect. Three stereogenic centers could be generated in one operation. This methodology provides a convenient route to chiral poly-substituted piperidines with up to 90% ee.