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题名: Copper-Mediated Dimerization to Access 3a,3a '-'Bispyrrolidinoindoline: Diastereoselective Synthesis of (+)-WIN 64821 and (-)-Ditryptophenaline
作者: Liang, Kangjiang; Deng, Xu; Tong, Xiaogang; Li, Dashan; Ding, Ming; Zhou, Ankun; null(夏成峰)
刊名: ORGANIC LETTERS
出版日期: 2015-01-16
卷号: 17, 期号:2, 页码:206-209
学科分类: Chemistry, Organic
DOI: 10.1021/ol5032365
通讯作者: Xia,CF (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Yunnan,Peoples R China. ; xiachengfeng@mail.kib.ac.cn
文章类型: Article
英文摘要: A copper-mediated cyclization and dimerization of tryptamine or tryptophan was developed to generate a C-2-symmetry C-3(sp(3))C-3(sp(3)) bridge with two contiguous stereogenic quaternary carbons in one step. Impressively, the ratio between exo and endo cyclization products varies when different protecting groups of Nb are utilized. This dimerization reaction could be conducted in gram scale. With this dimerization method, both endocyclotryptophan (+)-WIN 64821 and exocyclotryptophan (-)-ditryptophenaline were synthesized in 5 steps.
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
关键词[WOS]: CONCISE TOTAL-SYNTHESIS ; ENANTIOSELECTIVE TOTAL-SYNTHESIS ; CARBON QUATERNARY CENTERS ; HISTONE METHYLTRANSFERASE ; MESO-CHIMONANTHINE ; ASPERGILLUS SP ; CYCLOTRYPTAMINE ALKALOIDS ; CALYCANTHACEOUS ALKALOIDS ; ABSOLUTE-CONFIGURATION ; OXIDATIVE DIMERIZATION
收录类别: SCI ; IC ; CCR
项目资助者: National Natural Science Foundation of China [21272242, 21302193] ; Yunnan High-End Technology Professionals Introduction Program [2010CI117] ; National Basic Research Program of China [2011CB915503]
语种: 英语
WOS记录号: WOS:000348331800010
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.kib.ac.cn/handle/151853/20589
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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