Copper-Mediated Dimerization to Access 3a,3a '-'Bispyrrolidinoindoline: Diastereoselective Synthesis of (+)-WIN 64821 and (-)-Ditryptophenaline

doi:10.1021/ol5032365

	Copper-Mediated Dimerization to Access 3a,3a '-'Bispyrrolidinoindoline: Diastereoselective Synthesis of (+)-WIN 64821 and (-)-Ditryptophenaline
	Liang, Kangjiang; Deng, Xu; Tong, Xiaogang; Li, Dashan; Ding, Ming; Zhou, Ankun; Xia, Chengfeng; 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
	2015-01-16
发表期刊	ORGANIC LETTERS
卷号	17 期号:2 页码:206-209
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.
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 [2011CB915503]
收录类别	SCI ; IC ; CCR
语种	英语
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/20589
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
推荐引用方式 GB/T 7714	Liang, Kangjiang,Deng, Xu,Tong, Xiaogang,et al. Copper-Mediated Dimerization to Access 3a,3a '-'Bispyrrolidinoindoline: Diastereoselective Synthesis of (+)-WIN 64821 and (-)-Ditryptophenaline[J]. ORGANIC LETTERS,2015,17(2):206-209.
APA	Liang, Kangjiang.,Deng, Xu.,Tong, Xiaogang.,Li, Dashan.,Ding, Ming.,...&xiachengfeng@mail.kib.ac.cn.(2015).Copper-Mediated Dimerization to Access 3a,3a '-'Bispyrrolidinoindoline: Diastereoselective Synthesis of (+)-WIN 64821 and (-)-Ditryptophenaline.ORGANIC LETTERS,17(2),206-209.
MLA	Liang, Kangjiang,et al."Copper-Mediated Dimerization to Access 3a,3a '-'Bispyrrolidinoindoline: Diastereoselective Synthesis of (+)-WIN 64821 and (-)-Ditryptophenaline".ORGANIC LETTERS 17.2(2015):206-209.

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