Direct asymmetric aldol reaction catalyzed by simple prolinamide phenols

Direct asymmetric aldol reaction catalyzed by simple prolinamide phenols
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DOI:
10.1016/j.tetasy.2006.12.008
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发表时间:
2006-12-27
影响因子:
--
通讯作者:
Tang, Ming-Sheng
Tang, Ming-Sheng
中科院分区:
其他
文献类型:
--
作者:
Fu, Yu-Qin;Li, Zai-Chun;Tang, Ming-Sheng

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合成了简单脯氨酸酰胺1a-f,并对其在有机溶剂和水中催化不对称醛醇直接反应的效果进行了评价。脯氨酸酰胺酚类化合物1a-d是芳香醛与环己酮在纯酮和水中反应的有效催化剂。所得抗醛醇产物在纯酮中抗syn比可达98/2,ee达96%,在水中抗syn比可达98/2,ee达99%。(c) 2006 Elsevier Ltd.版权所有。
Simple prolinamides 1a-f were synthesized, and their catalytic effects on the direct asymmetric aldol reactions in organic solvents and in water were evaluated. Prolinamide phenols 1a-d were found to be effective catalysts for the reaction of aromatic aldehydes with cyclohexanone in neat ketone and in water. The anti-aldol products were obtained with up to 98/2 anti/syn ratio and 96% ee in neat ketone, 98/2 anti/syn ratio and 99% ee in water, respectively. (c) 2006 Elsevier Ltd. All rights reserved.