Samarium diiodide mediated cascade radical cyclisations—synthesis of the eudesmane tricyclic framework

✍ Scribed by Faye C Watson; Jeremy D Kilburn

• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 102 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)01859-1

✦ Synopsis

Radical cascade cyclisation of methylenecyclopropyl cyclohexanone adducts, using samarium diiodide to generate an initial ketyl radical, provide a short route to tricyclic ethers, and the stereochemical outcome can be influenced by the solvent used for the reaction.