| Autor: |
Mori-Quiroz LM; Department of Chemistry, Michigan State University, 578 South Shaw Lane, East Lansing, Michigan 48824, United States., Maloba EW; Department of Chemistry, Michigan State University, 578 South Shaw Lane, East Lansing, Michigan 48824, United States., Maleczka RE Jr; Department of Chemistry, Michigan State University, 578 South Shaw Lane, East Lansing, Michigan 48824, United States. |
| Abstrakt: |
4-Silyl-5,6-dihydropyrans undergo remarkably selective [1,4]-Wittig rearrangements to give silylcyclopropanes in good yields. The selectivity is independent of the silyl group, but it is influenced by the electronic character of the migrating center. Electron-rich and electron-neutral (hetero)aryl groups and aliphatic substituents at the migrating center lead to exclusive [1,4]-migration, whereas electron-deficient aryl groups predominantly afford [1,2]-Wittig products. |
