Proline–calixarene thiourea host–guest complex catalyzed enantioselective aldol reactions: from nonpolar solvents to the presence of water
摘要：
A proline–calix[4]arene thiourea host–guest complex catalyzed intermolecular aldol reaction of aromatic aldehydes with cyclohexanone has been developed. The anti-configured products were obtained in good yields and with high enantioselectivities. The reaction is proposed to work via a modified Houk–List model, where the carboxylate part of the proline constitutes as a supramolecular system with the thiourea. The outcome of the study indicates the influence of the calix[4]arene thiourea on both the reactivity and selectivity in a non-polar reaction medium, even in the presence of water at moderate temperatures.
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关键词：
diastereoselective syntheses, enantioselective syntheses (incl. cis/trans‐isomerism cyclohexane derivatives organocatalysis C‐C bond formation
DOI：
10.1016/j.tetasy.2014.01.015
被引量：
年份：
2014
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