Diaryl-2-pyrrolidinemethanols catalyzed enantioselective epoxidation of α,β-enones: new insight into the effect of structural modification of the catalyst on reaction efficiency |
| |
Authors: | Alessandra Lattanzi Alessio Russo |
| |
Affiliation: | aDipartimento di Chimica, Università di Salerno, Via Ponte don Melillo, 84084-I Fisciano, Italy |
| |
Abstract: | Catalytic enantioselective epoxidation of α,β-unsaturated ketones promoted by diaryl-2-pyrrolidinemethanols and tert-butyl hydroperoxide (TBHP) is described. Investigation on structural modifications of the diaryl-2-pyrrolidinemethanols showed that fine tuning of the stereoelectronics of the substituents on the aryl moiety is important to achieve high efficiency. By employing a structurally optimized organocatalyst, significantly reduced loading (10 mol %) can be used to produce the epoxides in high yield and up to 90% ee at room temperature. |
| |
Keywords: | Epoxidation α ,β -Enones Asymmetric organocatalysis Epoxides |
本文献已被 ScienceDirect 等数据库收录! |