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Efficient Total Synthesis of (-)-cis-Clavicipitic Acid
Xu, Zhengren1; Li, Qingjiang1; Zhang, Lihe1; Jia, Yanxing1,2
刊名JOURNAL OF ORGANIC CHEMISTRY
2009-09-04
DOI10.1021/jo9012755
74期:17页:6859-6862
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]CATALYZED COUPLING REACTIONS ; ACTIVE CLAVICIPITIC ACIDS ; SUZUKI-MIYAURA REACTION ; ALPHA-AMINO-ACIDS ; DIRECT ANNULATION ; BIOMIMETIC ROUTE ; FORMAL SYNTHESIS ; 3-STEP SYNTHESIS ; ERGOT ALKALOIDS ; CHLOROPEPTIN-I
英文摘要

An efficient total synthesis of (-)-cis-clavicipitic acid has been achieved in seven linear steps (42% overall yield) from the known compound 6. The present synthesis features a palladium-catalyzed indole synthesis to provide the optically pure 4-chlorotryptophan derivative and a Heck reaction using aryl chloride as partner. It has also been discovered that the key azepinoindole nucleus could be stereoselectively constructed via a Mg(ClO(4))(2)-mediated intramolecular aminocyclization.

语种英语
WOS记录号WOS:000269257800053
引用统计
被引频次:45[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/400002259/49980
专题北京大学药学院
北京大学药学院_药物化学系
作者单位1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
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GB/T 7714
Xu, Zhengren,Li, Qingjiang,Zhang, Lihe,et al. Efficient Total Synthesis of (-)-cis-Clavicipitic Acid[J]. JOURNAL OF ORGANIC CHEMISTRY,2009,74(17):6859-6862.
APA Xu, Zhengren,Li, Qingjiang,Zhang, Lihe,&Jia, Yanxing.(2009).Efficient Total Synthesis of (-)-cis-Clavicipitic Acid.JOURNAL OF ORGANIC CHEMISTRY,74(17),6859-6862.
MLA Xu, Zhengren,et al."Efficient Total Synthesis of (-)-cis-Clavicipitic Acid".JOURNAL OF ORGANIC CHEMISTRY 74.17(2009):6859-6862.
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