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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Photoinduced copper-catalysed enantioselective amination of allylic and propargylic C-H bonds
Ling Dai1, Ying-Ying Chen1, Jing-Jun Wang1
1State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Frontiers Science Center for New Organic Matter, Nankai University Tianjin 300071 China qlzhou@nankai.edu.cn.
Abstract:
The hydrogen atom transfer (HAT)-mediated strategy has emerged as a straightforward and powerful approach for oxidative C-H bond functionalization. However, despite remarkable progress in this field, enantioselective allylic and propargylic C-H aminations remain a challenge. In this study, we developed highly enantioselective allylic and propargylic C-H aminations by combining a visible light-activated HAT process with copper catalysis. Using this method, a wide range of alkenes and alkynes can be converted into high-value chiral allylic and propargylic amines with high enantio-, regio-, and E/Z-selectivity. These enantio-enriched amines serve as versatile building blocks in organic synthesis and hold significant potential for applications in the synthesis of pharmaceuticals, natural products and other bioactive molecules.
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