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氰基迁移策略与烯烃双官能团化反应的结合:未活化烯烃难以实现的高选择性叠氮氰化反应。

Combination of a Cyano Migration Strategy and Alkene Difunctionalization: The Elusive Selective Azidocyanation of Unactivated Olefins.

机构信息

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu, 215123, China.

Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.

出版信息

Angew Chem Int Ed Engl. 2016 Aug 26;55(36):10821-4. doi: 10.1002/anie.201605130. Epub 2016 Aug 4.

DOI:10.1002/anie.201605130
PMID:27490333
Abstract

A conceptually new, efficient, and metal-free approach for the challenging azidocyanation of unactivated alkenes is presented. The strategy of intramolecular distal cyano migration is combined with alkene difunctionalization for the first time. A variety of useful azido-substituted alkyl nitriles are prepared in good yields and, most importantly, with exquisite regio- and stereo-selectivities.

摘要

本文提出了一种概念新颖、高效且无需金属的方法,用于挑战性的非活化烯烃的叠氮氰化反应。首次将分子内远程氰基迁移策略与烯烃双官能化反应相结合。以良好的收率、最重要的是优异的区域和立体选择性,制备了多种有用的叠氮取代的烷基腈。

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