Nucleophilic epoxidation of gamma-hydroxyvinyl sulfoxide derivatives |
| |
| Authors: | Fernández de la Pradilla Roberto Buergo María Victoria Manzano Pilar Montero Carlos Priego Julián Viso Alma Cano Félix H Martínez-Alcázar María Paz |
| |
| Institution: | Instituto de Química Orgánica, CSIC, Juan de la Cierva 3, 28006 Madrid, Spain. iqofp19@iqog.csic.es |
| |
| Abstract: | The nucleophilic epoxidation of simple (gamma-silyloxy)vinyl sulfoxides takes place with complete stereocontrol and high yields. For substrates bearing an additional substituent at the gamma position, a reinforcing/nonreinforcing scenario is operative. While E and Z silylated substrates undergo a primarily sulfur directed epoxidation with good to excellent diastereocontrol, the related (E)-(2-methoxyethoxy)methyl ethers display diminished selectivity for the diastereomer derived from the nonreinforcing scenario. |
| |
| Keywords: | |
| 本文献已被 PubMed 等数据库收录！ |
|
