Iridium-Catalyzed Allylic Alkylation Reaction with N-Aryl Phosphoramidite Ligands: Scope and Mechanistic Studies

被引:167
作者
Liu, Wen-Bo [1 ]
Zheng, Chao [1 ]
Zhuo, Chun-Xiang [1 ]
Dai, Li-Xin [1 ]
You, Shu-Li [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H ACTIVATION; COMPLEXES-RESTING STATES; ASYMMETRIC HYDROGENATION; KINETIC RESOLUTION; ENANTIOSELECTIVE HYDROGENATION; PHOSPHORUS AMIDITES; DENSITY FUNCTIONALS; ASTERISK-IR; SUBSTITUTION; AMINATION;
D O I
10.1021/ja210923k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of N-aryl phosphoramidite ligands has been synthesized and applied to iridium-catalyzed allylic alkylation reactions, offering high regio- and enantioselectivities for a wide variety of substrates. These ligands feature the synthetic convenience and good tolerance of the ortho-substituted cinnamyl carbonates. Mechanistic studies, including DFT calculations and X-ray crystallographic analyses of the (pi-allyl)-Ir complexes, reveal that the active iridacycle is formed via C(sp(2))-H bond activation.
引用
收藏
页码:4812 / 4821
页数:10
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