Photoinduced Copper-Catalyzed Enantioselective Allylic C(sp3)−H Oxidation of Acyclic 1-Aryl-2-alkyl Alkenes as Limiting Substrates

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Abstract

Herein, we disclose a simple copper-catalyzed method for enantioselective allylic C(sp3)−H oxidation of unsymmetrical acyclic alkenes, specifically 1-aryl-2-alkyl alkenes. The C−H substrates are used in limiting amounts, and the products are obtained with high enantioselectivity, E/Z-selectivity, and regioselectivity. The method exhibits broad functional group tolerance, and E/Z-alkene mixtures are suitable C−H substrates. The transformation is enabled by light irradiation, which sustains the enantioselective copper catalysis by photoinduced oxidant homolysis.

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Chen, X., Li, H. H., & Kramer, S. (2024). Photoinduced Copper-Catalyzed Enantioselective Allylic C(sp3)−H Oxidation of Acyclic 1-Aryl-2-alkyl Alkenes as Limiting Substrates. Angewandte Chemie - International Edition, 63(47). https://doi.org/10.1002/anie.202413190

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