Isolation and Asymmetric Total Synthesis of Perforanoid A
Lv, Chao; Yan, Xiaohui; Tu, Qian; Di, Yingtong; Yuan, Chunmao; Fang, Xin; Ben-David, Yaacove; Xia, Lei; Gong, Jianxian; Shen, Yuemao; Yang, Zhen; Hao, Xiaojiang
2016-06-20
Source PublicationANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume55Issue:26Pages:7539-7543
AbstractA novel limonoid, perforanoid A, was isolated, and an asymmetric total synthesis was achieved in 10 steps. The key steps are chiral tertiary aminonaphthol mediated enantioselective alkenylation of an aldehyde to an allylic alcohol, Pd-catalyzed coupling of the allylic alcohol with vinyl ether to form the gamma-lactone ring, and cyclopentenone ring formation through a Rh-catalyzed Pauson-Khand reaction. Preliminary studies show that perforanoid A is cytotoxic towards HEL, K562, and CB3 tumor cell lines.
KeywordAsymmetric Synthesis Cytotoxicity Limonoids Pauson-khand Reaction Total Synthesis
DOI10.1002/anie.201602783
Indexed BySCI
Language英语
WOS Research AreaChemistry
WOS SubjectChemistry, Multidisciplinary
WOS IDWOS:000383077400042
Citation statistics
Cited Times:37[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/28626
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
Lv, Chao,Yan, Xiaohui,Tu, Qian,et al. Isolation and Asymmetric Total Synthesis of Perforanoid A[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2016,55(26):7539-7543.
APA Lv, Chao.,Yan, Xiaohui.,Tu, Qian.,Di, Yingtong.,Yuan, Chunmao.,...&Hao, Xiaojiang.(2016).Isolation and Asymmetric Total Synthesis of Perforanoid A.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,55(26),7539-7543.
MLA Lv, Chao,et al."Isolation and Asymmetric Total Synthesis of Perforanoid A".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55.26(2016):7539-7543.
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