A Frustrated Lewis Pair Catalyzed Asymmetric Transfer Hydrogenation of Imines Using Ammonia Borane
文献类型：期刊论文
| 作者 | Li, Songlei1,2; Li, Gen1,2; Meng, Wei1,2; Du, Haifeng1,2 |
| 刊名 | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
 |
| 出版日期 | 2016-10-05 |
| 卷号 | 138期号:39页码:12956-12962 |
| 英文摘要 | Inspired by the zwitterion species generated from the splitting of H-2 by frustrated Lewis pairs, we put forward a novel frustrated Lewis pair by the combination of H delta- and H delta+ incorporated Lewis acid and base together. Piers borane and chiral tert-butylsulfinamide were chosen as the FLP, and a metal-free asymmetric transfer hydrogenation of imines was realized with high enantioselectivities. Significantly, with ammonia borane as hydrogen source, a catalytic asymmetric reaction using 10 mol % of Piers borane, chiral tert-butylsulfinamide, and pyridine additive, has been successfully achieved to furnish optically active amines in 78-99% yields with 84-95% ees. Experimental and theoretical mechanistic studies reveal an interesting 8-membered ring hydrogen transfer transition state and an expected regeneration of reactive species with ammonia borane. Accordingly, a plausible catalytic pathway for this reaction is depicted. |
| 收录类别 | SCI |
| 语种 | 英语 |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/35642]  |
| 专题 | 化学研究所_分子识别与功能实验室 |
| 作者单位 | 1.Chinese Acad Sci, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit & Funct, Inst Chem, Beijing 100190, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Li, Songlei,Li, Gen,Meng, Wei,et al. A Frustrated Lewis Pair Catalyzed Asymmetric Transfer Hydrogenation of Imines Using Ammonia Borane[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2016,138(39):12956-12962. |
| APA | Li, Songlei,Li, Gen,Meng, Wei,&Du, Haifeng.(2016).A Frustrated Lewis Pair Catalyzed Asymmetric Transfer Hydrogenation of Imines Using Ammonia Borane.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,138(39),12956-12962. |
| MLA | Li, Songlei,et al."A Frustrated Lewis Pair Catalyzed Asymmetric Transfer Hydrogenation of Imines Using Ammonia Borane".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 138.39(2016):12956-12962. |
入库方式： OAI收割
来源：化学研究所
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