Tandem Oxidative Dearomatization/Intramolecular Diels鈥揂lder Reaction for Construction of the Tricyclic Core of Palhinine A

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• 作者：Changgui Zhao ; Huaiji Zheng ; Peng Jing ; Bowen Fang ; Xingang Xie ; Xuegong She
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：May 4, 2012
• 年：2012
• 卷：14
• 期：9
• 页码：2293-2295
• 全文大小：257K
• 年卷期：v.14,no.9(May 4, 2012)
• ISSN：1523-7052

文摘

A concise construction of the 6/6/5 tricyclic core of Lycopodium alkaloid palhinine A (1) has been accomplished. The developed synthetic strategy featured a tandem oxidative dearomatization/intramolecular Diels鈥揂lder reaction to construct C/D rings and an intramolecular 5-exo-trig radical cyclization to install the B ring of palhinine A (1). The developed approach paves the way for the total synthesis of palhinine A (1).