Copper-Catalyzed Radical Cyclization To Access 3-Hydroxypyrroloindoline: Biomimetic Synthesis of Protubonine A
Deng, Xu1; Liang, Kangjiang1,2; Tong, Xiaogang1,2; Ding, Ming1,2; Li, Dashan1,2; Xia, Chengfeng1; 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
2014-06-20
发表期刊ORGANIC LETTERS
ISSN1523-7060
卷号16期号:12页码:3276-3279
摘要An unprecedented copper-catalyzed intramolecular radical cyclization was developed for the synthesis of 3-hydroxypyrroloindoline skeletons in excellent yields. The 3-hydroxyl group was introduced by trapping the radical intermediate with molecular oxygen or TEMPO. This process represents a unique radical oxidation pathway for tryptamine/tryptophan derivatives and allows a rapid biomimetic synthesis of natural product protubonine A.
关键词Physicochemical Properties Tryptophan Derivatives Gypsetin Configuration Fermentation Inhibitor Chemistry Discovery Indoles Nw-g01
资助信息National Natural Science Foundation of China [21272242, 21302193];Yunnan High-End Technology Professionals Introduction Program [2010CI117];National Basic Research Program of China [2011CB915500]
学科领域Chemistry, Organic
DOI10.1021/ol501287x
收录类别SCI ; IC ; CCR
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Organic
WOS记录号WOS:000337869800027
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/18182
专题植物化学与西部植物资源持续利用国家重点实验室
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
作者单位1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
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Deng, Xu,Liang, Kangjiang,Tong, Xiaogang,et al. Copper-Catalyzed Radical Cyclization To Access 3-Hydroxypyrroloindoline: Biomimetic Synthesis of Protubonine A[J]. ORGANIC LETTERS,2014,16(12):3276-3279.
APA Deng, Xu.,Liang, Kangjiang.,Tong, Xiaogang.,Ding, Ming.,Li, Dashan.,...&xiachengfeng@mail.kib.ac.cn.(2014).Copper-Catalyzed Radical Cyclization To Access 3-Hydroxypyrroloindoline: Biomimetic Synthesis of Protubonine A.ORGANIC LETTERS,16(12),3276-3279.
MLA Deng, Xu,et al."Copper-Catalyzed Radical Cyclization To Access 3-Hydroxypyrroloindoline: Biomimetic Synthesis of Protubonine A".ORGANIC LETTERS 16.12(2014):3276-3279.
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