| Autor: |
Zheng Xu, Xing-Wei Gu, Fei Ye, Qiu-Chao Mu, Li-Wen Xu, Guan-Wu Yin, Xing-Ben Wang, Zhan-Jiang Zheng, Jia-Le Xie |
| Rok vydání: |
2019 |
| Předmět: |
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| Zdroj: |
Angewandte Chemie (International ed. in English). 59(2) |
| ISSN: |
1521-3773 |
| Popis: |
A novel and unusual palladium-catalyzed [4+2] annulation of cyclopropenes with benzosilacyclobutanes is reported. This reaction occurred through chemoselective Si-C(sp2 ) bond activation in synergy with ring expansion/insertion of cyclopropenes to form new C(sp2 )-C(sp3 ) and Si-C(sp3 ) bonds. An array of previously elusive bicyclic skeleton with high strain, silabicyclo[4.1.0]heptanes, were formed in good yields with excellent diastereoselectivity under mild conditions. An asymmetric version of the reaction with a chiral phosphoramidite ligand furnished a variety of chiral bicyclic silaheterocycle derivatives with good enantioselectivity (up to 95.5:4.5 er). Owing to the mild reaction conditions, the good stereoselectivity profile, and the ready availability of the functionalized precursors, this process constitutes a useful and straightforward strategy for the synthesis of densely functionalized silacycles. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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