LICP OpenIR  > 羰基合成与选择氧化国家重点实验室(OSSO)
Asymmetric Synthesis of alpha-Trifluoromethyl Pyrrolidines through Organocatalyzed 1,3-Dipolar Cycloaddition Reaction
DepartmentOSSO国家重点实验室
Dong, Zhenghao1; Zhu, Yuanyuan1; Li, Boyu1; Wang, Cui1; Yan, Wenjin1; Wang, Kairong1; Wang R(王锐)1,2; Wang R(王锐)
2017
Source PublicationJournal of Organic Chemistry
ISSN0022-3263
Volume82Issue:7Pages:3482-3490
Abstract

The optically active α-trifluoromethyl pyrrolidines have been achieved through organocatalyzed 1,3-dipolar cycloaddition reaction first. With diphenylprolinol trimethylsilyl ether as catalyst and in the presence of 3,5-dinitrobenzoic acid, the reaction of trifluoroethylamine-derived ketimine with 2-enals gave α-trifluoromethyl pyrrolidines bearing three contiguous stereogenic centers in excellent diastereoselectivies, stereoselectivities, and yields.

Subject Area物理化学与绿色催化
DOI10.1021/acs.joc.6b02949
Funding Organizationthe National Natural Science Foundation of China (Nos. 81573265;21432003)
Indexed BySCI
If4.849
Language英语
compositor第二作者单位
Citation statistics
Cited Times:19[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/21781
Collection羰基合成与选择氧化国家重点实验室(OSSO)
Corresponding AuthorYan, Wenjin; Wang, Kairong; Wang R(王锐)
Affiliation1.Lanzhou Univ, Inst Pharmacol, Key Lab Preclin Study New Drugs Gansu Prov, Sch Basic,Med Sci, Lanzhou 730000, Peoples R China
2.Chinese Acad Sci, State Key Lab Oxo Synth & Select Oxidat, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China
Recommended Citation
GB/T 7714
Dong, Zhenghao,Zhu, Yuanyuan,Li, Boyu,et al. Asymmetric Synthesis of alpha-Trifluoromethyl Pyrrolidines through Organocatalyzed 1,3-Dipolar Cycloaddition Reaction[J]. Journal of Organic Chemistry,2017,82(7):3482-3490.
APA Dong, Zhenghao.,Zhu, Yuanyuan.,Li, Boyu.,Wang, Cui.,Yan, Wenjin.,...&王锐.(2017).Asymmetric Synthesis of alpha-Trifluoromethyl Pyrrolidines through Organocatalyzed 1,3-Dipolar Cycloaddition Reaction.Journal of Organic Chemistry,82(7),3482-3490.
MLA Dong, Zhenghao,et al."Asymmetric Synthesis of alpha-Trifluoromethyl Pyrrolidines through Organocatalyzed 1,3-Dipolar Cycloaddition Reaction".Journal of Organic Chemistry 82.7(2017):3482-3490.
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