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Direct Olefination at the C-4 Position of Tryptophan via C-H Activation: Application to Biomimetic Synthesis of Clavicipitic Acid
Liu, Qiang1; Li, Qingjiang1; Ma, Yongfan1; Jia, Yanxing1,2
刊名ORGANIC LETTERS
2013-09-06
DOI10.1021/ol4020877
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
WOS记录号WOS:000328864800065
引用统计
被引频次:80[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/50642
专题北京大学药学院
北京大学第二临床医学院_骨关节科
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
推荐引用方式
GB/T 7714
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.
APA Liu, Qiang,Li, Qingjiang,Ma, Yongfan,&Jia, Yanxing.(2013).Direct Olefination at the C-4 Position of Tryptophan via C-H Activation: Application to Biomimetic Synthesis of Clavicipitic Acid.ORGANIC LETTERS,15(17),4528-4531.
MLA Liu, Qiang,et al."Direct Olefination at the C-4 Position of Tryptophan via C-H Activation: Application to Biomimetic Synthesis of Clavicipitic Acid".ORGANIC LETTERS 15.17(2013):4528-4531.
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