A facile solid-phase synthesis of substituted 2(5H)-furanones from polymer-supported alpha-selenocarboxylic acids |
| |
Authors: | Huang Xian Sheng Shou-Ri |
| |
Institution: | Department of Chemistry, Zhejiang University, Xixi Campus, Hangzhou, 310028, P. R. China. huangx@mail.hz.zj.cn |
| |
Abstract: | The synthesis of polystyrene-supported alpha-selenoacetic acid, alpha-selenopropionic acid, and alpha-selenophenylacetic acid is described. The reaction of the dilithio derivatives of polymer-supported alpha-selenocarboxylic acids with racemic epoxides or optically active styrene oxide afforded polystyrene-supported gamma-substituted alpha-selenobutyrolactones. The alpha-alkylation reaction of gamma-substituted polystyrene-supported alpha-selenobutyrolactones provided another route for the synthesis of polystyrene-supported alpha,gamma-disubstituted alpha-selenobutyrolactones. Subsequent oxidation-elimination with an excess of 30% hydrogen peroxide at room temperature afforded substituted (3- and 5-mono-; 3,4- and 3,5-di) 2(5H)-furanones in high yields and good purities. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|