Oxidation of Enones for Regioselective [3+2] Cycloaddition through γ-Enone Radical Intermediates |
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Authors: | Jian Kan Min Zhang Xiaofeng Zhang Xin Lou Yaping Shang Biping Xu Fanyuanhang Yang Prof Weiping Su |
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Institution: | State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Yangqiao West Road 155, Fuzhou, Fujian, 350002 P. R. China |
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Abstract: | Herein, an oxidization reaction of enones with a CuII complex that leads to a new type of regioselective 3+2] cycloaddition is reported. Highly functionalized cyclopentenes and spirocyclic compounds are obtained in moderate-to-good yields. This cycloaddition reaction occurred through the formation of γ-enone radicals, providing a rarely explored reactivity pattern for enones. |
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Keywords: | [3+2] cycloaddition enones oxidation radical intermediates regioselectivity |
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