Bioinspired Total Synthesis of Gymnothelignan N

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• 作者：Huilin Li ; Yuanyuan Zhang ; Xingang Xie ; Haichen Ma ; Changgui Zhao ; Gaoyuan Zhao ; Xuegong She
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：September 5, 2014
• 年：2014
• 卷：16
• 期：17
• 页码：4440-4443
• 全文大小：324K
• ISSN：1523-7052

文摘

Bioinspired total synthesis of gymnothelignan N was accomplished in 13 steps and 6.7% overall yield. The synthesis features a syn Evans aldol reaction, an intramolecular hydrogenative dehydration reaction, and a phenol oxidative dearomatization/Friedel鈥揅rafts reaction, which provides a new plausible biosynthetic pathway for the gymnothelignans and other symbiotic members. Meanwhile, another tetrahydrofuran-type lignan beilschmin A was also synthesized.