Asymmetric total synthesis of botcinic acid and its derivatives: synthetic revision of the structure of botcinolides

✍ Scribed by Hiroki Fukui; Seiichi Hitomi; Ryo-suke Suzuki; Tatsuhiko Ikeda; Yuma Umezaki; Keisuke Tsuji; Isamu Shiina

• Publisher: Elsevier Science
• Year: 2008
• Tongue: French
• Weight: 217 KB
• Volume: 49
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.08.108

✦ Synopsis

a b s t r a c t

The stereoselective total syntheses of botcinic acid, botcinic acid methyl ester, 3-O-acetylbotcinic acid methyl ester, botcineric acid, and botcinin E were achieved. The structures of these compounds have been unequivocally determined through their total synthesis, and they are identified with the revised structures of botcinolide, 4-O-methylbotcinolide, 3-O-acetyl-5-O-methylbotcinolide, homobotcinolide, and 2-epibotcinolide, respectively.