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学科主题: 天然产物有机化学
题名: Total synthesis of indole alkaloid (+/-)-subincanadine F via SmI2-mediated ring opening and bridge-forming Mannich reaction
其他题名: Total synthesis of indole alkaloid (+/-)-subincanadine F via SmI2-mediated ring opening and bridge-forming Mannich reaction
作者: Gao P(高鹏) ; LIU YANQIN ; ZHANG LEI ; Xu PF(许鹏飞) ; WANG SHAOWU ; Lu Y(路勇) ; He MY(何鸣元) ; Zhai HB(翟宏斌)
通讯作者: 翟宏斌
刊名: J. Org. Chem.
发表日期: 2006
卷: 71, 期:25, 页:9495-9498
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所; 兰州大学
英文摘要: The first total synthesis of (+/-)-subincanadine F, a bioactive indole alkaloid structurally featuring a 1-azabicyclo[4.3.1]-decane unit, has been realized from 1-(para-methoxybenzyl)-tryptamine in six steps. The bridge-containing tetracyclic framework of subincanadine F was efficiently assembled by a SmI2-mediated ring opening followed by an acid-mediated Mannich reaction. In addition, the tetracyclic ketoester 6, a key intermediate potentially useful for synthesizing structurally related indole alkaloids as well, was obtained in one step from alpha,beta-diketoester 5.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000242426900031
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/25585
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

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Recommended Citation:
Gao P,LIU YANQIN,ZHANG LEI,et al. Total synthesis of indole alkaloid (+/-)-subincanadine F via SmI2-mediated ring opening and bridge-forming Mannich reaction[J]. J. Org. Chem.,2006,71(25):9495-9498.
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