Highly enantioselective hydrogenation of N-unprotected indoles using (S)-C10-BridgePHOS as the chiral ligand
Highly enantioselective hydrogenation of N-unprotected indoles using (S)-C10-BridgePHOS as the chiral ligand
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DOI：
10.1016/j.tet.2013.06.016
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发表时间：
2013-08-19
期刊：
影响因子：
2.1
通讯作者：
Zhang, Wanbin
中科院分区：
文献类型：
--
作者：
Li, Chao;Chen, Jianzhong;Zhang, Wanbin
(S)-C-10-BridgePHOS成功应用于pd催化取代吲哚的高效对映选择性加氢反应。该方法适用于2、3和2,3位取代吲哚的加氢反应。产品经定量转化后，ee含量可达98%。提出了2位取代基在氢化过程中的作用。该方法可作为一种替代方法，从无氮保护的吲哚合成极为重要的手性吲哚。(C) 2013 Elsevier Ltd.版权所有。
(S)-C-10-BridgePHOS was successfully applied to a highly efficient Pd-catalyzed enantioselective hydrogenation of substituted indoles. The methodology was suitable for the hydrogenation of indoles substituted at the 2-, 3- and 2,3-positions. Products were obtained in quantitative conversion and up to 98% ee. The role the 2-position substituent plays in the hydrogenation process has been proposed. The methodology could be used as an alternative method to synthesize extremely important chiral indolines from N-unprotected indoles. (C) 2013 Elsevier Ltd. All rights reserved.