Catalytic Enantioselective Arylation of N-Tosylarylimines with Arylboronic Acids Using C2-Symmetric Cationic N-Heterocyclic Carbene Pd2+ Diaquo Complexes

被引:121
作者
Ma, Guang-Ning [1 ]
Zhang, Tao [1 ]
Shi, Min [1 ,2 ]
机构
[1] E China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
OLEFIN METATHESIS; SUZUKI-MIYAURA; ASYMMETRIC ARYLATION; TERT-BUTANESULFINYL; PALLADIUM COMPLEXES; ADDITION-REACTIONS; BUCHWALD-HARTWIG; CHIRAL LIGANDS; RHODIUM; KETONES;
D O I
10.1021/ol802861s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The asymmetric arylation of N-tosylimines with arylboronic acids was realized by using chiral cationic C-2-symmetric N-heterocyclic carbene (NHC) Pd2+ diaquo complex 5b as the catalyst in combination with 1.0 equiv of K3PO4 center dot 3H(2)O in THF at 4 degrees C in the presence of powdered 4 angstrom MS to afford the corresponding adducts in excellent yields (up to 99%) and good to high enantioselectivities (up to 94% ee).
引用
收藏
页码:875 / 878
页数:4
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