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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.
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页数:8
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