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学科主题: 药学
题名:
Direct Olefination at the C-4 Position of Tryptophan via C-H Activation: Application to Biomimetic Synthesis of Clavicipitic Acid
作者: Liu, Qiang1; Li, Qingjiang1; Ma, Yongfan1; Jia, Yanxing1,2
刊名: ORGANIC LETTERS
发表日期: 2013-09-06
DOI: 10.1021/ol4020877
卷: 15, 期:17, 页:4528-4531
收录类别: SCI ; IC ; CCR
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
关键词[WOS]: ERGOT ALKALOIDS ; ENANTIOSELECTIVE SYNTHESIS ; 4-SUBSTITUTED INDOLES ; DIMETHYLALLYLTRYPTOPHAN SYNTHASE ; (-)-CIS-CLAVICIPITIC ACID ; BOND FUNCTIONALIZATION ; BIOLOGICAL EVALUATION ; EFFICIENT SYNTHESIS ; (+)-LYSERGIC ACID ; NATURAL-PRODUCTS
英文摘要:

The first Pd-catalyzed method for direct olefination at the C4 position of tryptophan derivatives has been developed via C-H activation to prepare 4-substituted tryptophans, which could be used for the synthesis of many hemiterpenoid indole alkaloids. This reaction proceeds under mild reaction conditions and with exceptional tolerance to a variety of functional groups. Furthermore, the efficiency of this method is demonstrated by the rapid and biomimetic synthesis of clavicipitic acid.

语种: 英语
所属项目编号: 21290180 ; 20972007 ; 2010CB833200
项目资助者: National Natural Science Foundation of China ; National Basic Research Program of China (973 Program) ; State Key Laboratory of Drug Research
WOS记录号: WOS:000328864800065
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/50642
Appears in Collections:北京大学药学院_期刊论文

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作者单位: 1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Mat Media, State Key Lab Drug Res, Shanghai 201203, Peoples R China

Recommended Citation:
Liu, Qiang,Li, Qingjiang,Ma, Yongfan,et al. Direct Olefination at the C-4 Position of Tryptophan via C-H Activation: Application to Biomimetic Synthesis of Clavicipitic Acid[J]. ORGANIC LETTERS,2013,15(17):4528-4531.
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