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Photoinduced Copper-Catalyzed 1,2-Difunctionalization of 1,3-Dienes with Aryl Diselenides

作者:Shengkun Guo, Xiaoyu Shen, Xiaoyun Chen, Huaguang Yu, Ying Han, Chao‐Guo Yan, Yaocheng Shi, Hong Hou, Shaoqun Zhu · 发表于:The Journal of Organic Chemistry · 年份:2023 · DOI:10.1021/acs.joc.3c01181 · 被引用次数:17 · 研究领域:Sulfur-Based Synthesis Techniques、Organoselenium and organotellurium chemistry、Catalytic C–H Functionalization Methods

Described herein is a photoinduced copper-catalyzed 1,2-difunctionalization of 1,3-dienes. The selenium atom radical was generated by the visible light irradiation of diselenides, triggering radical addition with 1,3-dienes to form allyl radical intermediate. Subsequent rapid Z / E isomerization allowed for thermodynamically favorable intermediate formation and enabled copper catalyzed stereoselective functionalization with various nucleophiles.