Direct Olefination at the C-4 Position of Tryptophan via C鈥揌 Activation: Application to Biomimetic Synthesis of Clavicipitic Acid

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• 作者：Qiang Liu ; Qingjiang Li ; Yongfan Ma ; Yanxing Jia
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：September 6, 2013
• 年：2013
• 卷：15
• 期：17
• 页码：4528-4531
• 全文大小：289K
• 年卷期：v.15,no.17(September 6, 2013)
• ISSN：1523-7052

文摘

The first Pd-catalyzed method for direct olefination at the C4 position of tryptophan derivatives has been developed via C鈥揌 activation to prepare 4-substituted tryptophans, which could be used for the synthesis of many hemiterpenoid indole alkaloids. This reaction proceeds under mild reaction conditions and with exceptional tolerance to a variety of functional groups. Furthermore, the efficiency of this method is demonstrated by the rapid and biomimetic synthesis of clavicipitic acid.