Chiral phosphine-squaramide-catalyzed Morita-Baylis-Hillman reaction: enantioselective synthesis of 3-hydroxy-2-oxindoles

被引：42
|
作者：
Qian, Jing-Ying [1 ,2 ]
Wang, Ci-Ci [1 ,2 ]
Sha, Feng [1 ,2 ]
Wu, Xin-Yan [1 ,2 ,3 ]
机构：
[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China
[3] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
来源：
RSC ADVANCES | 2012年 / 2卷 / 14期
基金：
中国国家自然科学基金;
关键词：
ORGANOCATALYTIC ASYMMETRIC-SYNTHESIS; ALDOL REACTIONS; ISATINS; ALLYLATION; OXINDOLES; ALCOHOLS; INDOLES; DESIGN; (R)-CONVOLUTAMYDINE; HYDROXYLATION;
D O I：
10.1039/c2ra20521a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Phosphine-squaramide derivatives were developed to catalyze the enantioselective Morita-Baylis-Hillman reaction of acrylates with isatins to construct 3-hydroxy-2-oxindoles with quaternary stereocenters. In the presence of 2 mol% H-bonding catalyst 3e, the desired products were achieved in high yields and good-to-excellent enantioselectivities (up to 95% ee).
引用
收藏
页码：6042 / 6048
页数：7
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