Stereoselective Total Synthesis of the Proposed Structure of 2-Epibotcinolide

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• 作者：Isamu Shiina ; Yu-ji Takasuna ; Ryo-suke Suzuki ; Hiromi Oshiumi ; Yuri Komiyama ; Seiichi Hitomi ; Hiroki Fukui
• 刊名：Organic Letters
• 出版年：2006
• 出版时间：November 9, 2006
• 年：2006
• 卷：8
• 期：23
• 页码：5279 - 5282
• 全文大小：119K
• 年卷期：v.8,no.23(November 9, 2006)
• ISSN：1523-7052

文摘

The total synthesis of pseudo 2-epibotcinolide (1b) through several featured synthetic approaches has been attained. First, the chiral linearprecursors of the nine-membered ring compound is stereoselectively constructed by the asymmetric aldol reaction for producing -hydroxyester units. Second, the key cyclization reaction to form the nine-membered lactone moiety is efficiently achieved by the extremely facile andpowerful mixed-anhydride method promoted by 2-methyl-6-nitrobenzoic anhydride (MNBA) with basic promoters.