Organocatalysis with cysteine derivatives: recoverable and cheap chiral catalyst for direct aldol reactions

被引：11
作者：
Li, Shi [1 ,2 ]
Fu, Xiangkai [1 ,2 ]
Wu, Chuanlong [1 ,2 ]
机构：
[1] Southwest Univ, Inst Appl Chem, Coll Chem & Chem Engn, Key Lab Appl Chem Chongqing Municipal, Chongqing 400715, Peoples R China
[2] Minist Educ, Key Lab Ecoenvironm Three Gorges Reservoir Reg, Chongqing 400715, Peoples R China
来源：
RESEARCH ON CHEMICAL INTERMEDIATES | 2012年 / 38卷 / 01期
关键词：
Cysteine derivatives; Aldol reactions; Recoverable catalyst; Large-scale reactions; ASYMMETRIC ALDOL; AMINO-ACIDS; CYCLIC-KETONES; SMALL PEPTIDES; ALDEHYDES; WATER; PROLINE; ACYLATION; DESIGN;
D O I：
10.1007/s11164-011-0336-5
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Highly enantioselective, recoverable and cheap cysteine derivatives have been developed with improved solubility properties in common, nonpolar organic solvents. The reactions were catalyzed using 5 mol% 1e, and the aldol products could be obtained with up to 99:1 syn/anti ratio and > 99% ee. The catalyst could be easily recovered and reused, with only a slight decrease of enantioselectivity observed for five cycles. Catalyst 1e can be efficiently used in large-scale reactions with enantioselectivity being maintained at the same level, which offers great possibility for application in industry.
引用
收藏
页码：195 / 205
页数：11
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