Total Synthesis of (鈭?-Conolutinine

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• 作者：Xiangyang Feng ; Guangde Jiang ; Zilei Xia ; Jiadong Hu ; Xiaolong Wan ; Jin-Ming Gao ; Yisheng Lai ; Weiqing Xie
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：September 18, 2015
• 年：2015
• 卷：17
• 期：18
• 页码：4428-4431
• 全文大小：341K
• ISSN：1523-7052

文摘

The first enantioselective synthesis of (鈭?-conolutinine was achieved in 10 steps. The synthesis featured a catalytic asymmetric bromocyclization of tryptamine to forge the tricycle intermediate. Hydration of an alkene catalyzed by Co(acac)₂ was also employed as a key step to diastereoselectively introduce the tertiary alcohol moiety. The absolute configuration of (鈭?-conolutinine was established to be (2S,5aS,8aS,13aR) based on this asymmetric total synthesis.