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铱催化的烯丙基胺化反应实现吡啶和哒嗪的直接不对称去芳构化。

Direct asymmetric dearomatization of pyridines and pyrazines by iridium-catalyzed allylic amination reactions.

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China) http://shuliyou.sioc.ac.cn/

出版信息

Angew Chem Int Ed Engl. 2014 Jul 1;53(27):6986-9. doi: 10.1002/anie.201404286. Epub 2014 May 26.

Abstract

The first iridium-catalyzed intramolecular asymmetric allylic dearomatization reaction of pyridines and pyrazines has been realized. 2,3-Dihydroindolizine and 6,7-dihydropyrrolo[1,2-a]pyrazine derivatives were obtained with excellent yields and enantioselectivity. This methodology features dearomatization by direct N-allylic alkylation of pyridines or pyrazines under mild reaction conditions.

摘要

首例铱催化的吡啶和吡嗪的分子内不对称烯丙基去芳构化反应已经实现。通过温和的反应条件下吡啶或吡嗪的直接 N-烯丙基烷基化实现去芳构化,得到了 2,3-二氢吲哚嗪和 6,7-二氢吡咯并[1,2-a]吡嗪衍生物,具有优异的产率和对映选择性。

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