Enantioselective organocatalytic aldol reaction of unactivated ketones with isatins

被引:73
作者
Allu, Suresh [1 ]
Molleti, Nagaraju [2 ]
Panem, Ramachandrarao [1 ]
Singh, Vinod K. [1 ,2 ]
机构
[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India
[2] Indian Inst Sci Educ & Res, Dept Chem, Bhopal 462023, MP, India
关键词
Organocatalysis; Thiourea; Isatin; Enamine mechanism; 3-Alkyl-3-hydroxyindolin-2-ones; CINCHONA ALKALOID DERIVATIVES; ASYMMETRIC ALDOL; STEREOSELECTIVE-SYNTHESIS; MICHAEL ADDITION; PROLINE; ACETALDEHYDE; ACID; CONDENSATION; ENOLIZATION; ALDEHYDES;
D O I
10.1016/j.tetlet.2011.05.013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantioselective organocatalytic direct aldol reaction of unactivated ketones with various isatin derivatives was developed using cinchonine based urea ligand employing a noncovalent catalysis mechanism. Using this protocol we can access functionalized 3-alkyl-3-hydroxyindolin-2-ones in high yields with good to excellent enantioselectivities. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4080 / 4083
页数:4
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