Asymmetric α-amination of 3-substituted oxindoles using chiral bifunctional phosphine catalysts

被引:17
|
作者
Jin, Qiao-Wen [1 ,2 ]
Chai, Zhuo [3 ]
Huang, You-Ming [3 ]
Zou, Gang [1 ,2 ]
Zhao, Gang [3 ]
机构
[1] E China Univ Sci & Technol, Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, 345 Lingling Rd, Shanghai 200032, Peoples R China
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 12卷
基金
中国国家自然科学基金;
关键词
3-aminooxindoles; asymmetric catalysis; phosphine catalyst; tetrasubstituted stereogenic carbon centers; ENANTIOSELECTIVE SYNTHESIS; GAMMA-ADDITION; AMINO-ACIDS; ALLENOATES; ORGANOCATALYSTS; CYCLOADDITIONS; DERIVATIVES;
D O I
10.3762/bjoc.12.72
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly enantioselective alpha-amination of 3-substituted oxindoles with azodicarboxylates catalyzed by amino acids-derived chiral phosphine catalysts is reported. The corresponding products containing a tetrasubstituted carbon center attached to a nitrogen atom at the C-3 position of the oxindole were obtained in high yields and with up to 98% ee.
引用
收藏
页码:725 / 731
页数:7
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