L-proline/cholesterol and diosgenin based thiourea cooperative system for the direct asymmetric aldol reaction in the presence of water

被引：2
|
作者：
Eymur, Serkan [1 ]
Tasci, Enis [2 ]
Uyanik, Arzu [3 ]
Yilmaz, Mustafa [3 ]
机构：
[1] Giresun Univ, Fac Engn, Dept Energy Syst Engn, Giresun, Turkey
[2] Giresun Univ, Vocat Sch Hlth Serv, Giresun, Turkey
[3] Selcuk Univ, Fac Sci, Dept Chem, Konya, Turkey
来源：
TURKISH JOURNAL OF CHEMISTRY | 2020年 / 44卷 / 05期
关键词：
Aldol; organocatalyst; proline; asymmetric synthesis; L-PROLINE; ORGANOCATALYST; ADDITIVES; KETONES; MEDIA;
D O I：
10.3906/kim-2003-36
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A series of cholesterol and based hydrophobic urea and thiourea compounds were synthesized and successfully used as a cocatalyst for L-proline catalyzed aldol reactions in the presence of water. The anticonfigured products were obtained with good yields (up to 94%), high diastereoselectivities (up to 95:5), and high enantiomeric excesses (up to 93% ee). The successful results for catalytic efficiency of L-proline in the presence of water reveal the importance of the hydrophobic nature of cholesterol and diosgenin parts of thiourea on the reactivity and selectivity in the presence of water.
引用
收藏
页码：1278 / +
页数：28
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