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Synthesis of Chiral 2-Oxazolidinones by Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of 2-Oxazolones
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2023-12-05 , DOI: 10.1002/adsc.202301186
Pinke Yu 1 , Danyi Chen 1 , Yiwen Liu 1 , Congcong Yin 2 , Qixing Liu 1 , Haifeng Zhou 3
Affiliation  

An asymmetric transfer hydrogenation of 2-oxazolones in the presence of a chiral diamine ruthenium catalyst with potassium formate as a hydrogen source and potassium carbonate as an additive in 2,2,2-trifluoroethanol is described. A series of chiral 2-oxazolidinones were obtained with 29%–95% yields and 86%–>99% ee's. Furthermore, gram-scale synthesis of chiral 2-oxazolidinone and its downstream derivatizations demonstrate the practicality of this method.

中文翻译:

钌催化2-恶唑酮不对称转移氢化合成手性2-恶唑烷酮

描述了在手性二胺钌催化剂存在下,以甲酸钾作为氢源,碳酸钾作为添加剂,在2,2,2-三氟乙醇中进行2-恶唑酮的不对称转移氢化。获得了一系列手性2-恶唑烷酮,产率29%–95%,ee 86%–>99%。此外,手性2-恶唑烷酮的克级合成及其下游衍生化证明了该方法的实用性。
更新日期:2023-12-05
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