LICP OpenIR  > 羰基合成与选择氧化国家重点实验室(OSSO)
Aromatic Amide-Derived Non-Biaryl Atropisomers as Highly Efficient Ligands in Silver-Catalyzed Asymmetric Cycloaddition Reactions
DepartmentOSSO国家重点实验室
Bai XF(柏惺峰)1,2; Song, Tao1; Xu, Zheng1; Xia CG(夏春谷)2; Huang, Wei-Sheng1; Xu LW(徐利文)1,2; Xia CG(夏春谷); Xu LW(徐利文)
2015
Source PublicationAngewandte Chemie International Edition
ISSN1433-7851
Volume54Issue:17Pages:5255-5259
Abstract

The synthesis of a series of aromatic amide-derived non-biaryl atropisomers with a phosphine group and multiple stereogenic centers is reported. The novel phosphine ligands exhibit high diastereo-and enantioselectivities (up to > 99: 1 d. r., 95-99% ee) as well as yields in the silver-catalyzed asymmetric [3+2] cycloaddition of aldiminoesters with nitroalkenes, which provides a highly enantioselective strategy for the synthesis of optically pure nitro-substituted pyrrolidines. In addition, the experimental results with regard to the carbon stereogenic center as well as the amide stereochemistry confirmed the potential of hemilabile atropisomers as chiral ligand in catalytic asymmetric [3+2] cycloaddition reaction.

KeywordAsymmetric Catalysis Atropisomers Cycloaddition Phosphine Ligands Silver
Subject Area物理化学与绿色催化
DOI10.1002/anie.201501100
Funding Organizationthe National Natural Science Foundation of China (No. 21173064;21133011;21472031);the Zhejiang Provincial Natural Science Foundation of China (LR14B030001)
Indexed BySCI
If11.709
Language英语
Funding Project均相催化课题组
compositor第二作者单位
Citation statistics
Cited Times:97[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/18349
Collection羰基合成与选择氧化国家重点实验室(OSSO)
Corresponding AuthorXia CG(夏春谷); Xu LW(徐利文)
Affiliation1.Hangzhou Normal Univ, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou, Zhejiang, Peoples R China
2.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Beijing, Peoples R China
Recommended Citation
GB/T 7714
Bai XF,Song, Tao,Xu, Zheng,et al. Aromatic Amide-Derived Non-Biaryl Atropisomers as Highly Efficient Ligands in Silver-Catalyzed Asymmetric Cycloaddition Reactions[J]. Angewandte Chemie International Edition,2015,54(17):5255-5259.
APA Bai XF.,Song, Tao.,Xu, Zheng.,Xia CG.,Huang, Wei-Sheng.,...&徐利文.(2015).Aromatic Amide-Derived Non-Biaryl Atropisomers as Highly Efficient Ligands in Silver-Catalyzed Asymmetric Cycloaddition Reactions.Angewandte Chemie International Edition,54(17),5255-5259.
MLA Bai XF,et al."Aromatic Amide-Derived Non-Biaryl Atropisomers as Highly Efficient Ligands in Silver-Catalyzed Asymmetric Cycloaddition Reactions".Angewandte Chemie International Edition 54.17(2015):5255-5259.
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