Convergent synthesis of the EFGH ring fragment of ciguatoxin CTX3C

✍ Scribed by Hiroto Imai; Hisatoshi Uehara; Masayuki Inoue; Hiroki Oguri; Tohru Oishi; Masahiro Hirama

• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 95 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)01219-9

✦ Synopsis

A stereoselective synthesis of the EFGH ring fragment of ciguatoxin CTX3C has been achieved through: (i) selective cleavage of a dioxepane acetal C O bond; (ii) radical cyclization to form the oxepane G ring; and (iii) chemoselective ring-closing metathesis of a triene yielding the hexahydrooxonin F ring.