Synthesis of Polycyclic Ethers by Two-Directional Double Ring-Closing Metathesis

✍ Scribed by J. Stephen Clark; Olivier Hamelin

• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 87 KB
• Volume: 112
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/(sici)1521-3757(20000117)112:2<380::aid-ange380>3.0.co;2-r

✦ Synopsis

Neurotoxic marine polycyclic ethers of the brevetoxin and ciguatoxin family continue to be interesting synthetic targets as a consequence of their architectural complexity and potent biological activity. [1] They constitute a major challenge in terms of medium-size ring construction as illustrated by CTX-3C (Figure 1). [2] This ciguatoxin contains a total of 13 rings and possesses a daunting combination of saturated and unsaturated medium-sized rings. The size of the brevetoxins and ciguatoxins, coupled with their structural and stereochemical complexity, has made them irresistible synthetic