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	Organocatalytic asymmetric michael/friedel-crafts cascade reaction of 3-pyrrolyl-oxindoles and alpha,beta-unsaturated aldehydes for the construction of chiral spiro[5,6-dihydropyrido[1,2-a]pyrrole-3,3 '-oxindoles]
	You, Yong1,3; Cui, Bao-Dong2; Zhou, Ming-Qiang1,3; Zuo, Jian1,3; Zhao, Jian-Qiang1,3; Xu, Xiao-Ying1; Zhang, Xiao-Mei1; Yuan, Wei-Cheng1
刊名	Journal of organic chemistry
	2015-06-05
卷号	80期号:11页码:5951-5957
ISSN号	0022-3263
DOI	10.1021/acs.joc.5b00597
通讯作者	Yuan, wei-cheng(yuanwc@cioc.ac.cn)
英文摘要	An efficient and unprecedented organocatalytic asymmetric reaction of 3-pyrrolyl-oxindoles with alpha,beta-unsaturated aldehydes to generate spirocyclic oxindole compounds was developed. the reactions were catalyzed by diphenylprolinol silyl ether and 2-fluorobenzoic acid via an asymmetric michael/friedel-crafts cascade process, followed by dehydration with p-toluenesulfonic acid to afford a wide variety of structurally diverse spiro [5,6-dihydropyrido[1,2-a]pyrrole-3,3'-oxindole] derivatives in high yields (up to 93%) and with high to excellent diastereo- and enantioselectivities (up to >99:1 dr and 97% ee).
WOS关键词	NATURAL-PRODUCTS ; DOMINO REACTIONS ; ENANTIOSELECTIVE SYNTHESIS ; 3-SUBSTITUTED OXINDOLES ; HIGHLY EFFICIENT ; SPIROOXINDOLES ; NITROOLEFINS ; STRATEGIES ; ALKALOIDS ; BEARING
WOS研究方向	Chemistry
WOS类目	Chemistry, Organic
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000355962300063
内容类型	期刊论文
URI标识	http://www.corc.org.cn/handle/1471x/2376752
专题	中国科学院大学
通讯作者	Yuan, Wei-Cheng
作者单位	1.Chinese Acad Sci, Chengdu Inst Organ Chem, Natl Engn Res Ctr Chiral Drugs, Chengdu 610041, Peoples R China 2.Zunyi Med Univ, Sch Pharm, Zunyi 563000, Peoples R China 3.Univ Chinese Acad Sci, Beijing 10049, Peoples R China
推荐引用方式 GB/T 7714	You, Yong,Cui, Bao-Dong,Zhou, Ming-Qiang,et al. Organocatalytic asymmetric michael/friedel-crafts cascade reaction of 3-pyrrolyl-oxindoles and alpha,beta-unsaturated aldehydes for the construction of chiral spiro[5,6-dihydropyrido[1,2-a]pyrrole-3,3 '-oxindoles][J]. Journal of organic chemistry,2015,80(11):5951-5957.
APA	You, Yong.,Cui, Bao-Dong.,Zhou, Ming-Qiang.,Zuo, Jian.,Zhao, Jian-Qiang.,...&Yuan, Wei-Cheng.(2015).Organocatalytic asymmetric michael/friedel-crafts cascade reaction of 3-pyrrolyl-oxindoles and alpha,beta-unsaturated aldehydes for the construction of chiral spiro[5,6-dihydropyrido[1,2-a]pyrrole-3,3 '-oxindoles].Journal of organic chemistry,80(11),5951-5957.
MLA	You, Yong,et al."Organocatalytic asymmetric michael/friedel-crafts cascade reaction of 3-pyrrolyl-oxindoles and alpha,beta-unsaturated aldehydes for the construction of chiral spiro[5,6-dihydropyrido[1,2-a]pyrrole-3,3 '-oxindoles]".Journal of organic chemistry 80.11(2015):5951-5957.

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