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使用原位生成的氢卤化物作为活化剂对异喹啉和吡啶进行不对称氢化。

Asymmetric Hydrogenation of Isoquinolines and Pyridines Using Hydrogen Halide Generated in Situ as Activator.

机构信息

State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences , Dalian 116023, P. R. China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai 200032, P. R. China.

出版信息

Org Lett. 2017 Sep 15;19(18):4988-4991. doi: 10.1021/acs.orglett.7b02502. Epub 2017 Sep 7.

Abstract

By employing halogenide trichloroisocyanuric acid as a traceless activation reagent, a general iridium-catalyzed asymmetric hydrogenation of isoquinolines and pyridines is developed with up to 99% ee. This method avoids tedious steps of installation and removal of the activating groups. The mechanism studies indicated that hydrogen halide generated in situ acted as an activator of isoquinolines and pyridines.

摘要

采用三氯异氰尿酸卤化物作为无痕迹活化试剂,开发了一种通用的铱催化的异喹啉和吡啶的不对称氢化反应,最高可达 99%的对映选择性。该方法避免了繁琐的活化基团的安装和去除步骤。机理研究表明,原位生成的氢卤化物作为异喹啉和吡啶的活化剂。

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