The pH of the reaction controls the stereoselectivity of organocatalyzed direct aldol reactions in water

被引:41
作者
Chimni, Swapandeep Singh [1 ]
Singh, Sarbjit [1 ]
Kumar, Akshay [1 ]
机构
[1] Guru Nanak Dev Univ, Dept Chem, Amritsar 143005, Punjab, India
关键词
SMALL ORGANIC-MOLECULE; AQUEOUS-MEDIA; BRONSTED ACIDS; CATALYSIS; ENAMINE; PROLINE;
D O I
10.1016/j.tetasy.2009.07.014
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The direct aldol reaction of 4-nitrobenzaldehyde and cyclohexanone, catalyzed by a protonated prolinamide catalyst in water, proceeds with the formation of aldol product that has high diastereoselectivity and enantioselectivity in an optimal pH range of 4-5. (c) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1722 / 1724
页数:3
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