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]
学科领域	Chemistry, Organic
DOI	10.1021/ol5032365
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:000348331800010
引用统计	被引频次：17[WOS] [WOS记录] [WOS相关记录]
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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