N-tert-Butanesulfinyl imine and aromatic tertiary amide derived non-biaryl atropisomers as chiral ligands for silver-catalyzed endo-selective [3+2] cycloaddition of azomethine ylides with maleimides
文献类型:期刊论文
作者 | Xu LW(徐利文); Bo XF(柏惺峰)1,2; Zhang, Jin2; Xia CG(夏春谷)1; Xu, Jian-Xing2; Xu LW(徐利文)1,2; Xia CG(夏春谷) |
刊名 | Tetrahedron |
出版日期 | 2016 |
卷号 | 72期号:21页码:2690-2699 |
ISSN号 | 0040-4020 |
关键词 | Cycloaddition Asymmetric Catalysis Sliver Azomethine Ylide Phosphine Atropisomer |
DOI | 10.1016/j.tet.2015.09.068 |
英文摘要 | Simple modifications of our novel ligand (Xing-Phos) were presented in this work, and a series of aromatic tertiary amide derived non-biaryl atropisomers were successfully synthesized in good yields. In addition, it was found that the multifunctional aromatic tertiary amide derived non-biaryl atropisomers exhibited an excellent endo-selectivity in the silver-catalyzed [3+2]-cycloaddition of azomethine ylides with N-aromatic maleimide. And especially, good to high levels of enantioselectivity (up to 98% ee) was obtained with a wide range of substrates in the presence of syn-(R, RS)-2a (Xing-Phos). Furthermore, on the basis of the experimental data, it was demonstrated that a trace amount of water play an important role in the enhancement of enantioselectivity. |
学科主题 | 物理化学与绿色催化 |
资助项目 | 均相催化研究组 |
语种 | 英语 |
WOS记录号 | WOS:000375812400015 |
资助机构 | the National Natural Science Founder of China (No. 21173064;21133011;21472031);Zhejiang Provincial Natural Science Foundation of China (LR14B030001) |
源URL | [http://210.77.64.217/handle/362003/23816] |
专题 | 兰州化学物理研究所_OSSO国家重点实验室 |
通讯作者 | Xu LW(徐利文); Xia CG(夏春谷) |
作者单位 | 1.State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics (CAS), and University of the Chinese Academy of Sciences, PR China 2.Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education Hangzhou Normal University, No 1378, Wenyi West Road, Science Park of HZNU, Hangzhou 311121, PR China |
推荐引用方式 GB/T 7714 | Xu LW,Bo XF,Zhang, Jin,et al. N-tert-Butanesulfinyl imine and aromatic tertiary amide derived non-biaryl atropisomers as chiral ligands for silver-catalyzed endo-selective [3+2] cycloaddition of azomethine ylides with maleimides[J]. Tetrahedron,2016,72(21):2690-2699. |
APA | 徐利文.,Bo XF.,Zhang, Jin.,Xia CG.,Xu, Jian-Xing.,...&夏春谷.(2016).N-tert-Butanesulfinyl imine and aromatic tertiary amide derived non-biaryl atropisomers as chiral ligands for silver-catalyzed endo-selective [3+2] cycloaddition of azomethine ylides with maleimides.Tetrahedron,72(21),2690-2699. |
MLA | 徐利文,et al."N-tert-Butanesulfinyl imine and aromatic tertiary amide derived non-biaryl atropisomers as chiral ligands for silver-catalyzed endo-selective [3+2] cycloaddition of azomethine ylides with maleimides".Tetrahedron 72.21(2016):2690-2699. |
入库方式: OAI收割
来源:兰州化学物理研究所
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