题名 | Rhodium-Catalyzed Asymmetric Hydrogenation and Transfer Hydrogenation of 1,3-Dipolar Nitrones |
作者 | |
通讯作者 | Chen, Gen-Qiang |
发表日期 | 2024-04-02
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DOI | |
发表期刊 | |
ISSN | 1433-7851
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EISSN | 1521-3773
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卷号 | 63期号:14 |
摘要 | Owing to their distinctive 1,3-dipolar structure, the catalytic asymmetric hydrogenation of nitrones to hydroxylamines has been a formidable and longstanding challenge, characterized by intricate enantiocontrol and susceptibility to N-O bond cleavage. In this study, the asymmetric hydrogenation and transfer hydrogenation of nitrones were accomplished with a tethered TsDPEN-derived cyclopentadienyl rhodium(III) catalyst (TsDPEN: p-toluenesulfonyl-1,2-diphenylethylene-1,2-diamine), the reaction proceeds via a novel 7-membered cyclic transition state, producing chiral hydroxylamines with up to 99 % yield and >99 % ee. The practical viability of this methodology was underscored by gram-scale catalytic reactions and subsequent transformations. Furthermore, mechanistic investigations and DFT calculations were also conducted to elucidate the origin of enantioselectivity. |
关键词 | |
相关链接 | [来源记录] |
收录类别 | |
语种 | 英语
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学校署名 | 第一
; 通讯
|
资助项目 | Shenzhen Science and Technology Innovation Committee[JCYJ20210324104202007]
; Guangdong Basic and Applied Basic Research Foundation[2022B1515020055]
; National Natural Science Foundation of China["21991113","21901107","22171129"]
; null[2021YFF0701604]
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WOS研究方向 | Chemistry
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WOS类目 | Chemistry, Multidisciplinary
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WOS记录号 | WOS:001178004600001
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出版者 | |
ESI学科分类 | CHEMISTRY
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来源库 | Web of Science
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引用统计 |
被引频次[WOS]:3
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成果类型 | 期刊论文 |
条目标识符 | http://sustech.caswiz.com/handle/2SGJ60CL/789009 |
专题 | 理学院_化学系 南方科技大学 前沿与交叉科学研究院 |
作者单位 | 1.Southern Univ Sci & Technol, Grubbs Inst, Dept Chem, Shenzhen, Peoples R China 2.Southern Univ Sci & Technol, Med X Pingshan, Shenzhen, Peoples R China 3.Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen, Peoples R China |
第一作者单位 | 化学系; 南方科技大学 |
通讯作者单位 | 南方科技大学; 前沿与交叉科学研究院 |
第一作者的第一单位 | 化学系 |
推荐引用方式 GB/T 7714 |
Xu, Liren,Yang, Tilong,Sun, Hao,et al. Rhodium-Catalyzed Asymmetric Hydrogenation and Transfer Hydrogenation of 1,3-Dipolar Nitrones[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2024,63(14).
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APA |
Xu, Liren.,Yang, Tilong.,Sun, Hao.,Zeng, Jingwen.,Mu, Shuo.,...&Chen, Gen-Qiang.(2024).Rhodium-Catalyzed Asymmetric Hydrogenation and Transfer Hydrogenation of 1,3-Dipolar Nitrones.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,63(14).
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MLA |
Xu, Liren,et al."Rhodium-Catalyzed Asymmetric Hydrogenation and Transfer Hydrogenation of 1,3-Dipolar Nitrones".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 63.14(2024).
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