Tackling Reactivity and Selectivity within a Strained Architecture: Construction of the [6-6-5-7] Tetracyclic Core of Calyciphylline Alkaloids
Xu, Chen2; Wang, Lu2; Hao, Xiaojiang1; Wang, David Zhigang2
Corresponding AuthorHao, XJ (reprint author), Chinese Acad Sci, Kunming Inst Bot, Kunming 650204, Peoples R China. ; haoxj@mail.kib.ac.cn ; dzw@pkusz.edu.cn
2012-07-20
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
ISSN0022-3263
Volume77Issue:14Pages:6307-6313
AbstractA stereochemically controlled route to the enantiopure [6-6-5-7] tetracyclic core of Calyciphylline A class alkaloids was established, which involves Overman rearrangement, [2 + 2] photochemical cycloaddition, Grob fragmentation, C-N bond-forming nucleophilic displacement, and ring strain-directed hydrogenation as strategic steps.
Keyword1st Total Syntheses Daphniphyllum-calycinum Longeracemosum Fragmentation
Subject AreaChemistry, Organic
DOI10.1021/jo300776d
Indexed BySCI ; IC ; CCR
Language英语
WOS Research AreaChemistry
WOS SubjectChemistry, Organic
WOS IDWOS:000306534400046
Citation statistics
Cited Times:33[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/15087
Collection植物化学与西部植物资源持续利用国家重点实验室
Affiliation1.Chinese Acad Sci, Kunming Inst Bot, Kunming 650204, Peoples R China
2.Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China
Recommended Citation
GB/T 7714
Xu, Chen,Wang, Lu,Hao, Xiaojiang,et al. Tackling Reactivity and Selectivity within a Strained Architecture: Construction of the [6-6-5-7] Tetracyclic Core of Calyciphylline Alkaloids[J]. JOURNAL OF ORGANIC CHEMISTRY,2012,77(14):6307-6313.
APA Xu, Chen,Wang, Lu,Hao, Xiaojiang,&Wang, David Zhigang.(2012).Tackling Reactivity and Selectivity within a Strained Architecture: Construction of the [6-6-5-7] Tetracyclic Core of Calyciphylline Alkaloids.JOURNAL OF ORGANIC CHEMISTRY,77(14),6307-6313.
MLA Xu, Chen,et al."Tackling Reactivity and Selectivity within a Strained Architecture: Construction of the [6-6-5-7] Tetracyclic Core of Calyciphylline Alkaloids".JOURNAL OF ORGANIC CHEMISTRY 77.14(2012):6307-6313.
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