Sulfoxide-controlled SN2′ displacements between cuprates and vinyl and alkynyl epoxy sulfoxides |
| |
| Authors: | Roberto Fernández de la Pradilla Alma Viso Sonia Castro Jorge Fernández Pilar Manzano Mariola Tortosa |
| |
| Institution: | Instituto de Química Orgánica, CSIC, Juan de la Cierva, 3, 28006 Madrid, Spain |
| |
| Abstract: | The SN2′ displacement of readily available vinyl epoxy sulfoxides with organocopper reagents takes place in good yields with high anti selectivity and a good degree of E/Z stereocontrol to produce enantiopure α-hydroxy vinyl sulfoxides. A second allylic displacement on the related mesyloxy vinyl sulfoxides allows for the asymmetric construction of two adjacent chiral centers. In addition, cuprate mediated SN2′ addition to alkynyl epoxy sulfoxides affords α-hydroxy allenyl sulfoxides in good yields. |
| |
| Keywords: | Sulfoxide Epoxide Cuprate Asymmetric SN2&prime Allenes |
| 本文献已被 ScienceDirect 等数据库收录！ |
