Direct organocatalytic asymmetric epoxidation of α,β-unsaturated aldehydes |
| |
Authors: | Henrik Sundé n |
| |
Affiliation: | Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden |
| |
Abstract: | The organocatalytic asymmetric epoxidation of α,β-unsaturated aldehydes with peroxides or sodium percarbonate is presented. Chiral pyrrolidine derivatives, proline and amino acid derived imidazolidinones mediate the asymmetric epoxidation of α,β-unsaturated aldehydes. For example, commercially available protected α,α-diphenyl-2-prolinol catalyzes the asymmetric formation of 2-epoxy-aldehydes in 81-95% conversion with up to 96:4 dr and 98% ee. The use of non-toxic catalysts, aqueous solvents and hydrogen peroxide or sodium percarbonate as the oxygen sources makes the reaction environmentally benign. |
| |
Keywords: | Asymmetric catalysis Proline derivatives α,β-Unsaturated aldehydes Epoxides |
本文献已被 ScienceDirect 等数据库收录! |
|