Collective Total Synthesis of Tetracyclic Diquinane Lycopodium Alkaloids (+)-Paniculatine, (-)-Magellanine, (+)-Magellaninone and Analogues Thereof
Jiang, Shi-Zhi1,2; Lei, Ting1,2; Wei, Kun1; Yang, Yu-Rong1; Yang,YR (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Peoples R China.; yangyurong@mail.kib.ac.cn
2014-11-07
发表期刊ORGANIC LETTERS
ISSN1523-7060
卷号16期号:21页码:5612-5615
产权排序第一
摘要The collective total synthesis of tetracyclic diquinane Lycopodium alkaloids, (+)-paniculatine, (-)-magellanine, (+)-magellaninone, and two analogues (-)-13-epi-paniculatine and (+)-3-hydroxyl-13-dehydro-paniculatine, has been accomplished. By logic-guided addition of a strategically useful hydroxyl group at C-3 of paniculatine, the formidable tetracyclic core was rapidly synthesized utilizing a site-specific and stereoselective aldol cyclization, thus making the ABD -> ABCD tetracyclic approach to diquinane Lycopodium alkaloids attainable for the first time.
关键词Alstonia-scholaris Neurogenesis Proliferation
资助信息National Natural Science Foundation of China [81202436]; National Natural Science Foundation of China [81202436]; National Science Foundation of China for Distinguished Young Scholars [81025023]; Youth Innovation Promotion Association, CAS; National Science Foundation of China for Distinguished Young Scholars [81025023]; Youth Innovation Promotion Association, CAS
学科领域Chemistry, Organic
DOI10.1021/ol502679v
收录类别SCI ; IC
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Organic
WOS记录号WOS:000344635200027
引用统计
被引频次:18[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/18468
专题植物化学与西部植物资源持续利用国家重点实验室
通讯作者Yang,YR (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Peoples R China.; yangyurong@mail.kib.ac.cn
作者单位1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100039, Peoples R China
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GB/T 7714
Jiang, Shi-Zhi,Lei, Ting,Wei, Kun,et al. Collective Total Synthesis of Tetracyclic Diquinane Lycopodium Alkaloids (+)-Paniculatine, (-)-Magellanine, (+)-Magellaninone and Analogues Thereof[J]. ORGANIC LETTERS,2014,16(21):5612-5615.
APA Jiang, Shi-Zhi,Lei, Ting,Wei, Kun,Yang, Yu-Rong,Yang,YR ,&yangyurong@mail.kib.ac.cn.(2014).Collective Total Synthesis of Tetracyclic Diquinane Lycopodium Alkaloids (+)-Paniculatine, (-)-Magellanine, (+)-Magellaninone and Analogues Thereof.ORGANIC LETTERS,16(21),5612-5615.
MLA Jiang, Shi-Zhi,et al."Collective Total Synthesis of Tetracyclic Diquinane Lycopodium Alkaloids (+)-Paniculatine, (-)-Magellanine, (+)-Magellaninone and Analogues Thereof".ORGANIC LETTERS 16.21(2014):5612-5615.
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