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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
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.
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页码:1278 / +
页数:28
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