Scopariusicides, Novel Unsymmetrical Cyclobutanes: Structural Elucidation and Concise Synthesis by a Combination of Intermolecular [2+2] Cycloaddition and C-H Functionalization
Zhou, Min; Li, Xing-Ren; Tang, Jian-Wei; Liu, Yang; Li, Xiao-Nian; Wu, Bin; Qin, Hong-Bo; Du, Xue; Li, Li-Mei; Wang, Wei-Guang; Pu, Jian-Xin; Sun, Han-Dong
2015-12-18
Source PublicationORGANIC LETTERS
Volume17Issue:24Pages:6062-6065
Abstract

Scopariusicides A (1) and B (2), two novel immunosuppressive unsymmetrical cyclobutane derivatives, were isolated from the aerial parts of Isodon scoparius. Moreover, based on the results of phytochemical investigation, a concise stereocontrolled synthesis of scopariusicide A and its analogues with enhanced biological activities was efficiently achieved using the main diterpenoid (3) isolated from this plant as a readily available starting material. A crossed intermolecular [2 + 2] photocycloaddition and a Pd-catalyzed sp3 C-H bond beta-arylation were used synergistically to access the highly congested unsymmetrical cyclobutane core with four contiguous stereocenters.

DOI10.1021/acs.orglett.5b03079
Indexed BySCI
Language英语
WOS Research AreaChemistry
WOS SubjectChemistry, Organic
WOS IDWOS:000366878300032
Citation statistics
Cited Times:28[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/25330
Collection植物化学与西部植物资源持续利用国家重点实验室
Recommended Citation
GB/T 7714
Zhou, Min,Li, Xing-Ren,Tang, Jian-Wei,et al. Scopariusicides, Novel Unsymmetrical Cyclobutanes: Structural Elucidation and Concise Synthesis by a Combination of Intermolecular [2+2] Cycloaddition and C-H Functionalization[J]. ORGANIC LETTERS,2015,17(24):6062-6065.
APA Zhou, Min.,Li, Xing-Ren.,Tang, Jian-Wei.,Liu, Yang.,Li, Xiao-Nian.,...&Sun, Han-Dong.(2015).Scopariusicides, Novel Unsymmetrical Cyclobutanes: Structural Elucidation and Concise Synthesis by a Combination of Intermolecular [2+2] Cycloaddition and C-H Functionalization.ORGANIC LETTERS,17(24),6062-6065.
MLA Zhou, Min,et al."Scopariusicides, Novel Unsymmetrical Cyclobutanes: Structural Elucidation and Concise Synthesis by a Combination of Intermolecular [2+2] Cycloaddition and C-H Functionalization".ORGANIC LETTERS 17.24(2015):6062-6065.
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