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铜催化吲哚分子间不对称炔丙基去芳构化反应。

Copper-catalyzed intermolecular asymmetric propargylic dearomatization of indoles.

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.

Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uygur Autonomous Region, Physics and Chemistry Detecting Centre, Xinjiang University, Urumqi 830046 (China).

出版信息

Angew Chem Int Ed Engl. 2015 Jun 22;54(26):7684-7. doi: 10.1002/anie.201503042. Epub 2015 May 12.

Abstract

The first copper-catalyzed intermolecular dearomatization of indoles by an asymmetric propargylic substitution reaction was developed. This method provides a highly efficient synthesis of versatile furoindoline and pyrroloindoline derivatives containing a quaternary carbon stereogenic center and a terminal alkyne moiety with up to 86 % yield and 98 % ee.

摘要

发展了首例铜催化吲哚的不对称丙炔基取代分子内去芳构化反应。该方法高效合成了多种含有季碳手性中心和末端炔基的呋喃并吲哚啉和吡咯并吲哚啉衍生物,产率高达 86%,对映选择性高达 98%。

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