Formal Synthesis of Aspidospermidine via the Intramolecular Cascade Transannular Cyclization | |
Huang, Jiu-Zhong1,2; Jie, Xiao-Ke1,3; Wei, Kun1; Zhang, Hongbin2; Wang, Min-Cai3; Yang, Yu-Rong1 | |
刊名 | SYNLETT |
2013-06-01 | |
卷号 | 24期号:10页码:1303-1306 |
关键词 | Alkaloid Total Synthesis Palladium Cross-coupling Cyclization |
ISSN号 | 0936-5214 |
通讯作者 | Yang, YR (reprint author), Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650201, Peoples R China. ; yangyurong@mail.kib.ac.cn |
文献子类 | Article |
英文摘要 | A formal synthesis of aspidospermidine is reported through a novel preparation of Stork's penultimate tricyclic ketone intermediate. The key steps of the synthesis consist of an intramolecular cascade transannular cyclization, triggered by the removal of Boc group, which simultaneously forms the C, D, and E rings of aspidospermidine and conveniently setting up the quaternary stereo-center via decarboxylative alkylation reaction of the beta-keto ester. |
学科主题 | Chemistry, Organic |
WOS关键词 | CROSS-COUPLING REACTION ; COLLECTIVE SYNTHESIS ; HELQUIST ANNULATION ; DL-QUEBRACHAMINE ; NATURAL-PRODUCTS ; SCHMIDT REACTION ; ALKALOIDS ; (+/-)-ASPIDOSPERMIDINE ; (+)-ASPIDOSPERMIDINE ; (-)-LYCOJAPODINE |
WOS研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:000320576300028 |
资助机构 | National Natural Science of China [81102348, 21072200]; Chinese Academy of Sciences |
公开日期 | 2013-10-16 |
内容类型 | 期刊论文 |
源URL | [http://ir.kib.ac.cn:8080/handle/151853/16779] |
专题 | 昆明植物研究所_植物化学与西部植物资源持续利用国家重点实验室 |
作者单位 | 1.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650201, Peoples R China 2.Yunnan Univ, Key Lab Med Chem Nat Resource, Kunming 650091, Peoples R China 3.Zhengzhou Univ, Dept Chem, Zhengzhou 450052, Peoples R China |
推荐引用方式 GB/T 7714 | Huang, Jiu-Zhong,Jie, Xiao-Ke,Wei, Kun,et al. Formal Synthesis of Aspidospermidine via the Intramolecular Cascade Transannular Cyclization[J]. SYNLETT,2013,24(10):1303-1306. |
APA | Huang, Jiu-Zhong,Jie, Xiao-Ke,Wei, Kun,Zhang, Hongbin,Wang, Min-Cai,&Yang, Yu-Rong.(2013).Formal Synthesis of Aspidospermidine via the Intramolecular Cascade Transannular Cyclization.SYNLETT,24(10),1303-1306. |
MLA | Huang, Jiu-Zhong,et al."Formal Synthesis of Aspidospermidine via the Intramolecular Cascade Transannular Cyclization".SYNLETT 24.10(2013):1303-1306. |
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