Total Synthesis of Lamellarins D, H, and R and Ningalin B

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• 作者：Qingjiang Li ; Jingqian Jiang ; Aili Fan ; Yuxin Cui ; Yanxing Jia
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：January 21, 2011
• 年：2011
• 卷：13
• 期：2
• 页码：312-315
• 全文大小：282K
• 年卷期：v.13,no.2(January 21, 2011)
• ISSN：1523-7052

文摘

A concise total synthesis of lamellarins D (7 steps), H (7 steps), and R (5 steps) and ningalin B (5 steps) is achieved starting from the corresponding aldehydes and amines. The synthesis features three oxidative reactions as key steps in a biomimetic manner, involving an AgOAc-mediated oxidative coupling reaction to construct the pyrrole core, a Pb(OAc)₄-induced oxidative cyclization to form the lactone, and Kita鈥檚 oxidation reaction to form the pyrrole鈭抋rene C鈭扖 bond.