| Wallichanol类天然产物ABC环系合成研究 |
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| 引用本文： | 杨刚,冯翔宇,韩丛丛,陈洋,何述钟. Wallichanol类天然产物ABC环系合成研究[J]. 有机化学, 2021, 0(2): 726-730 |
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| 作者姓名： | 杨刚 冯翔宇 韩丛丛 陈洋 何述钟 |
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| 作者单位： | 贵州大学药学院;贵州省合成药物工程实验室;贵州大学精细化工研究开发中心 |
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| 基金项目： | 国家自然科学基金(Nos.21562011,21861010);贵州省科技基金(Nos.[2015]2047,[2020]1Y108,[2018]5781);贵州省研究生教育案例库建设(No.KCALK2017012);贵州大学人才工程(No.[2014]36)资助项目。 |
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| 摘 要： | Wallichanol是一类具有独特桥环结构的二萜天然产物.以2-甲基-1,3-环己二酮作为起始原料,通过高立体选择性的Diels-Alder反应和金催化的炔烃碳环化反应构建Wallichanol的ABC三环核心骨架,共七步路线,总收率为42％.该合成工作为Wallichanol类天然产物全合成奠定了研究基础.
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| 关 键 词： | Wallichanol Diels-Alder反应 碳环化反应 全合成 |
Synthesis of the ABC Ring System of Wallichanol Natural Product |
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| Yang Gang,Feng Xiangyu,Han Congconga,Chen Yang,He Shuzhong. Synthesis of the ABC Ring System of Wallichanol Natural Product[J]. Chinese Journal of Organic Chemistry, 2021, 0(2): 726-730 |
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| Authors: | Yang Gang Feng Xiangyu Han Congconga Chen Yang He Shuzhong |
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| Affiliation: | (School of Pharmaceutical Sciences,Guizhou University,Guiyang 550025;Guizhou Engineering Laboratory for Synthetic Drugs,Guiyang 550025;State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineerings Key Laboratory of Green Pesticide and Agriculture Bioengineering,Ministry of Education^Center for Research and Development of Fine Chemicals^Guizhou University,Guiyang 550025) |
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| Abstract: | A rapid construction of the A B C ring of wallichanol is described.The synthesis features an efficient Diels-Alder reaction for the bicyclo[2.2.2]octane synthesis and a gold-catalyzed alkyne carbometalation for the cyclobutane synthesis.The overall yield of this 7-stepped synthesis is 42%.This strategy can pave the road towards the total synthesis of wallichanol. |
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| Keywords: | wallichanol Diels-Alder reaction carbometalation total synthesis |
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