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基于L-脯氨酸/胆固醇和薯蓣皂苷元的硫脲协同体系用于在水存在下的直接不对称羟醛反应。

L-proline/cholesterol and diosgenin based thiourea cooperative system for the direct asymmetric aldol reaction in the presence of water.

作者信息

Eymur Serkan, TaŞci Enis, Uyanik Arzu, Yilmaz Mustafa

机构信息

Department of Energy Systems Engineering, Faculty of Engineering, Giresun University, Giresun Turkey.

Vocational School of Health Services, Giresun University, Giresun Turkey.

出版信息

Turk J Chem. 2020 Oct 26;44(5):1278-1284. doi: 10.3906/kim-2003-36. eCollection 2020.

Abstract

A series of cholesterol and based hydrophobic urea and thiourea compounds were synthesized and successfully used as a cocatalyst for L-proline catalyzed aldol reactions in the presence of water. The anticonfigured products were obtained with good yields (up to 94%), high diastereoselectivities (up to 95:5), and high enantiomeric excesses (up to 93% ). The successful results for catalytic efficiency of L-proline in the presence of water reveal the importance of the hydrophobic nature of cholesterol and diosgenin parts of thiourea on the reactivity and selectivity in the presence of water.

摘要

合成了一系列基于胆固醇的疏水性尿素和硫脲化合物,并成功地将其用作水存在下L-脯氨酸催化羟醛反应的助催化剂。得到了反式构型的产物,产率良好(高达94%),非对映选择性高(高达95:5),对映体过量高(高达93%)。L-脯氨酸在水存在下催化效率的成功结果揭示了硫脲中胆固醇和薯蓣皂苷元部分的疏水性质对水存在下反应性和选择性的重要性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc41/7751905/c56ed2199fe3/turkjchem-44-1278-fig001.jpg

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