Hydroxy-L-prolines as asymmetric catalysts for aldol, Michael addition and Mannich reactions

被引：19
|
作者：
Al-Momani, Lo'ay A. [1 ]
机构：
[1] Tafila Tech Univ, Dept Chem, POB 179, Tafila 66110, Jordan
来源：
ARKIVOC | 2012年
关键词：
Hydroxyprolines; organocatalysis; chemoenzymatic synthesis; amino acids; PROTONIC ACID CATALYSTS; AMINO-ACID; INCREASED REACTIVITY; KETONES; ORGANOCATALYST; MOLECULE; DESIGN;
D O I：
10.3998/ark.5550190.0013.609
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The hydroxyprolines (Hyps) 2-6 are tested as organocatalysts for aldol, Michael additions, and Mannich reactions. The results are compared with the well-known analogous L- proline (1). The effect of the additional hydroxyl group and chiral center was investigated in the three types of reactions. Catalyst 2 shows an enhancement in the stereoselectivity of the aldol reaction, while 3 in Michael addition and 5 in Mannich reaction give the best results. Derivatives of hydroxyprolines show diversity in the catalytic behavior like 6.
引用
收藏
页码：101 / 111
页数：11
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