A novel ring expansion of the pleuromutilin skeleton
β Scribed by Dane M Springer; Jason T Goodrich; Stella Huang
- Book ID
- 104251320
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 98 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
An unprecedented cyclooctane to cyclononene ring expansion in the pleuromutilin skeleton, affording two main products, has been discovered. The process entails an intramolecular cyclization of an olefin onto an oxonium ion, followed by 1,2 migration of a carbon of the cyclooctane ring.
π SIMILAR VOLUMES
The Cyclopropylalkylidenecyclopropane Thermal Double Ring Expansion. A Novel Route to the Bicyclo[5.3.1]undecane Skeleton of the AB Ring System of Taxanes. -The mechanism of the reaction is explained by the initial formation of a diradical followed by opening to a homoallylic biradical which closes