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An S<sub>N</sub>1‑type Reaction To Form the 1,2-Dioxepane Ring: Synthesis of 10,12-Peroxycalamenene
Abstract
The synthesis of the sesquiterpene endoperoxide natural product 10,12-peroxycalamenene has been achieved. Featured transformations include an intramolecular Heck reaction to build the fused bicyclic core and a cobalt-catalyzed peroxidation to install the peroxide functional group. The final step involved an S<sub>N</sub>1-type ring closure catalyzed by DDQ to construct the 1,2-dioxepane ring- Text
- Journal contribution
- Biophysics
- Biochemistry
- Physiology
- Biotechnology
- Marine Biology
- Computational Biology
- Chemical Sciences not elsewhere classified
- Featured transformations
- PeroxycalameneneThe
- dioxepane
- bicyclic core
- peroxycalamenene
- peroxidation
- synthesis
- intramolecular Heck reaction
- DDQ
- closure
- sesquiterpene endoperoxide
- Dioxepane
- SN
- Synthesi