Dual Photoredox/Palladium Catalysis Enabled Enantioselective Heck/Reductive Allylic Homocoupling Reaction

被引:0
作者
Zhang, Ruiyuan [1 ,2 ]
Wang, Hongfa [1 ,2 ]
Zi, Weiwei [1 ,2 ,3 ]
机构
[1] Nankai Univ, Coll Chem, Frontiers Sci Ctr New Organ Matter, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Inst Elemento Organ Chem, Coll Chem, Frontiers Sci Ctr New Organ Matter, Tianjin 300071, Peoples R China
[3] Haihe Lab Sustainable Chem Transformat, Tianjin 300071, Peoples R China
基金
国家重点研发计划; 中国国家自然科学基金;
关键词
allylic radical; heck; homocoupling; palladium; photoredox; VISIBLE-LIGHT PHOTOREDOX; PALLADIUM CATALYSIS; ALPHA-ALLYLATION; ARYL IODIDES; SUBSTITUTION; ALKYLATION; ACTIVATION; ACCELERATION; COMPLEXES; ACYLATION;
D O I
10.1002/chem.202501131
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The merger of palladium-catalyzed Tsuji-Trost reactions with photochemical radical chemistry represents a cutting-edge field in transition metal catalysis. We report a photochemical palladium-catalyzed enantioselective Heck/reductive allylic homocoupling reaction of 1,3-dienes. The transformation has a wide substrate scope and good functional group tolerance, providing a platform to synthesize optically pure chiral 1,5-dienes bearing 1,8-stereocenters. The reaction initiates with a Heck-type addition to generate a pi-allyl-PdII species, followed by a photoredox process or ligand-to-metal charge transfer (LMCT) to generate an allylic radical, which undergoes homocoupling to give the final product.
引用
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页数:8
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