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Isothiouronium salt based chiral proline amide as efficient bifunctional organocatalyst for direct asymmetric aldol reactions in aqueous medium
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2021-08-13 , DOI: 10.1016/j.tetlet.2021.153324 Hyoung Min Yeo 1 , Sungmin Kang 1 , Taek Hyeon Kim 1
中文翻译：
基于异硫脲盐的手性脯氨酸酰胺作为有效的双功能有机催化剂用于水性介质中的直接不对称醛醇反应
更新日期：2021-09-03
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2021-08-13 , DOI: 10.1016/j.tetlet.2021.153324 Hyoung Min Yeo 1 , Sungmin Kang 1 , Taek Hyeon Kim 1
Affiliation
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We developed the first chiral proline amide-isothiouronium based bifunctional organocatalyst, it was prepared by methylation of the corresponding thiourea. This asymmetric catalyst provides aldol products in high to quantitative yields while achieving excellent control performance of diastereoselectivities (anti/syn, up to 95:5 dr) and enantioselectivity (up to 99% ee) in the aldol reaction of various benzaldehydes with a cyclohexanone in water and formic acid.
中文翻译：
基于异硫脲盐的手性脯氨酸酰胺作为有效的双功能有机催化剂用于水性介质中的直接不对称醛醇反应
我们开发了第一个手性脯氨酸酰胺-异硫脲基双功能有机催化剂，它是通过相应硫脲的甲基化制备的。这种不对称催化剂以高到定量的产率提供了醛醇产物，同时在各种苯甲醛与环己酮的醛醇反应中实现了非对映选择性（反/syn，高达 95:5 dr）和对映选择性（高达 99% ee）的出色控制性能。水和甲酸。
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