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题名: Isolation and Complete Structural Assignment of Lycopodium Alkaloid Cernupalhine A: Theoretical Prediction and Total Synthesis Validation
作者: Dong, Liao-Bin1, 2; Wu, Ya-Nan1, 2; Jiang, Shi-Zhi1, 2; Wu, Xing-De1; He, Juan1; null(杨玉荣)1; null(赵勤实)1
刊名: ORGANIC LETTERS
关键词: ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS ; FAWCETTIMINE-RELATED ALKALOIDS ; UNIFIED TOTAL SYNTHESES ; PALHINHAEA-CERNUA ; UNPRECEDENTED SKELETON ; HELQUIST ANNULATION ; A-C ; JAPONICUM ; (-)-8-DEOXYSERRATININE ; (+)-LYCOFLEXINE
英文摘要: Cernupalhine A (1) is a trace Lycopodium alkaloid (0.7 mg) possessing a new C17N skeleton with an unusual hydroxydihydrofuranone motif newly isolated from Palhinhaea cernua L. Its complete structural assignment, including absolute stereochemistry, was established through a combination of high-field NMR techniques and computational methods and further unequivocal confirmation by the first asymmetric total synthesis. Following the first total synthesis of lobscurinine (3), 1 was achieved via regio- and stereoselective cyanide ion addition and subsequent acid treatment.
出版日期: 2014-05-16
卷号: 16, 期号:10, 页码:2700-2703
语种: 英语
收录类别: SCI ; IC
学科分类: Chemistry
ISSN号: 1523-7060
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.kib.ac.cn/handle/151853/18102
Appears in Collections:植物化学与西部植物资源持续利用国家重点实验室_期刊论文

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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

Recommended Citation:
Dong,Liao-Bin;Wu,Ya-Nan;Jiang,Shi-Zhi;Wu,Xing-De;He,Juan;Yang,Yu-Rong;Zhao,Qin-Shi.Isolation and Complete Structural Assignment of Lycopodium Alkaloid Cernupalhine A: Theoretical Prediction and Total Synthesis Validation,ORGANIC LETTERS,2014,16(10):2700-2703
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