Desymmetrization of cyclopropenes via the potassium-templated diastereoselective 7- exo- trig cycloaddition of tethered amino alcohols toward enantiopure cyclopropane-fused oxazepanones with antimycobacterial activity
A strain-release-driven, cation-templated intramolecular nucleophilic addition of tethered alkoxides to prochiral cyclopropenes is described. Employment of chiral β- and γ-amino alkoxides allowed for highly diastereoselective assembly of a small series of enantiopure cyclopropane-fused oxazepanones....
Сохранить в:
| Главные авторы: | , , , |
|---|---|
| Формат: | Статья |
| Язык: | English |
| Опубликовано: |
American Chemical Society
2018
|
| Темы: | |
| Online-ссылка: | https://dspace.ncfu.ru:443/handle/20.500.12258/385 |
| Метки: |
Добавить метку
Нет меток, Требуется 1-ая метка записи!
|
| Краткое описание: | A strain-release-driven, cation-templated intramolecular nucleophilic addition of tethered alkoxides to prochiral cyclopropenes is described. Employment of chiral β- and γ-amino alkoxides allowed for highly diastereoselective assembly of a small series of enantiopure cyclopropane-fused oxazepanones. It was shown that the chiral center at C-4 plays a crucial role in controlling desymmetrization of the cyclopropenyl moiety, instigated by a profound potassium-templated effect. The preliminary biological activities of the new cyclopropane-fused medium heterocycles against Gram-positive bacteria, Gram-negative bacteria, mycobacteria, cancer cells, and fungus were evaluated |
|---|