A stereoselective total synthesis of the novel triquinane sesquiterpene cucumin E

✍ Scribed by Goverdhan Mehta; Jayant D Umarye

• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 69 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)00051-x

✦ Synopsis

A total synthesis of cucumin E, a recently isolated triquinane natural product with a new carbon framework, has been achieved. The key step is the flash vacuum pyrolysis (FVP)-induced cyclobutane fragmentation in a readily available pentacyclic caged dione to deliver the triquinane skeleton with functionalization in all the three five-membered rings suitable for further elaboration to the natural product.