Asymmetric Aldol Reaction Catalyzed by Modularly Designed Organocatalysts

被引:27
作者
Sinha, Debrashi [1 ]
Mandal, Tanmay [1 ]
Gogoi, Sanjib [1 ]
Goldman, Joshua J. [1 ]
Zhao, John Cong-gui [1 ]
机构
[1] Univ Texas San Antonio, Dept Chem, 1 UTSA Circle, San Antonio, TX 78249 USA
基金
美国国家科学基金会;
关键词
modularly designed organocatalysts; aldol reaction; asymmetric catalysis; amino acid; cinchona alkaloid thiourea; MICHAEL ADDITION; SUPRAMOLECULAR CATALYSIS; UNACTIVATED KETONES; NITRO-MICHAEL; AMINO-ACIDS; PROLINE; MANNICH; HYDROXYMETHYLATION; ASSEMBLIES; OXINDOLES;
D O I
10.1002/cjoc.201200639
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The self-assembly of the precatalyst modules, which are amino acids and cinchona alkaloid derivatives, leads to the direct formation of the desired organocatalysts without any synthesis. These modularly designed organocatalysts (MDOs) may be used for catalyzed asymmetric aldol reaction. Depending on structure of the aldehyde substrates, the corresponding aldol products may be obtained in mediocre to excellent ee values (up to 92% ee) with moderate diastereoselectivities (up to 79 : 21 dr).
引用
收藏
页码:2624 / 2630
页数:7
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