Chiral Diamine-catalyzed Asymmetric Aldol Reaction  

Chiral Diamine-catalyzed Asymmetric Aldol Reaction

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作  者:LI Hui XU Da-zhen WU Lu-lu WANG Yong-mei 

机构地区:[1]State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, P. R. China

出  处:《Chemical Research in Chinese Universities》2012年第6期1003-1010,共8页高等学校化学研究(英文版)

基  金:Supported by the National Basic Research Program of China(No.2010CB833300);the Research Fund for the Doctoral Program of Higher Education,China(No.20090031110019)

摘  要:A highly efficient catalytic system composed of a simple and commercially available chiral primary diamine(1R,2R)-cyclohexane-1,2-diamine(6) and trifluoroacetic acid(TFA) was employed for asymmetric Aldol reaction in i-PrOH at room temperature.A loading of 10%(molar fraction) catalyst 6 with TFA as a cocatalyst could catalyze the Aldol reactions of various ketones or aldehydes with a series of aromatic aldehydes,furnishing Aldol products in moderate to high yields(up to 99%) with enantioselectivities of up to 99% and diastereoselectivities of up to 99:1.A highly efficient catalytic system composed of a simple and commercially available chiral primary diamine(1R,2R)-cyclohexane-1,2-diamine(6) and trifluoroacetic acid(TFA) was employed for asymmetric Aldol reaction in i-PrOH at room temperature.A loading of 10%(molar fraction) catalyst 6 with TFA as a cocatalyst could catalyze the Aldol reactions of various ketones or aldehydes with a series of aromatic aldehydes,furnishing Aldol products in moderate to high yields(up to 99%) with enantioselectivities of up to 99% and diastereoselectivities of up to 99:1.

关 键 词:Aldol reaction Chiral primary diamine Asymmetric organocatalysis 

分 类 号:TQ655[化学工程—精细化工] O625.42[理学—有机化学]

 

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