Aromatic Amide-Derived Non-Biaryl Atropisomers as Highly Efficient Ligands in Silver-Catalyzed Asymmetric Cycloaddition Reactions | |
Department | OSSO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 Publication | Angewandte Chemie International Edition |
ISSN | 1433-7851 |
Volume | 54Issue: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. |
Keyword | Asymmetric Catalysis Atropisomers Cycloaddition Phosphine Ligands Silver |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1002/anie.201501100 |
Funding Organization | the National Natural Science Foundation of China (No. 21173064;21133011;21472031);the Zhejiang Provincial Natural Science Foundation of China (LR14B030001) |
Indexed By | SCI |
If | 11.709 |
Language | 英语 |
Funding Project | 均相催化课题组 |
compositor | 第二作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://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 Author | Xia CG(夏春谷); Xu LW(徐利文) |
Affiliation | 1.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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