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DOI | 10.1038/s41467-017-01376-9 |
Catalytic enantioselective oxidative coupling of saturated ethers with carboxylic acid derivatives | |
Wang, Gang1; Xin, Xiaodong2; Wang, Zehua2; Lu, Gang2; Ma, Yudao2; Liu, Lei1,2 | |
2019-02-04 | |
发表期刊 | NATURE COMMUNICATIONS
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ISSN | 2041-1723 |
出版年 | 2019 |
卷号 | 10 |
文章类型 | Article |
语种 | 英语 |
国家 | Peoples R China |
英文摘要 | Catalytic enantioselective C-C bond forming process through cross-dehydrogenative coupling represents a promising synthetic strategy, but it remains a long-standing challenge in chemistry. Here, we report a formal catalytic enantioselective cross-dehydrogenative coupling of saturated ethers with diverse carboxylic acid derivatives involving an initial oxidative acetal formation, followed by nickel(II)-catalyzed asymmetric alkylation. The one-pot, general, and modular method exhibits wide compatibility of a broad range of saturated ethers not only including prevalent tetrahydrofuran and tetrahydropyran, but also including mediumand large-sized cyclic moieties and acyclic ones with excellent enantioselectivity and functional group tolerance. The application in the rapid preparation of biologically active molecules that are difficult to access with existing methods is also demonstrated. |
领域 | 资源环境 |
收录类别 | SCI-E |
WOS记录号 | WOS:000457582900003 |
WOS关键词 | C-H BONDS ; TERTIARY-AMINES ; STEREOSELECTIVE-SYNTHESIS ; OXOCARBENIUM IONS ; MOLECULAR-OXYGEN ; ALDOL REACTIONS ; FUNCTIONALIZATION ; HYDROGENATION ; ADJACENT ; STRATEGY |
WOS类目 | Multidisciplinary Sciences |
WOS研究方向 | Science & Technology - Other Topics |
URL | 查看原文 |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/203525 |
专题 | 资源环境科学 |
作者单位 | 1.Shandong Univ, Sch Pharmaceut Sci, Jinan 250100, Shandong, Peoples R China; 2.Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Shandong, Peoples R China |
推荐引用方式 GB/T 7714 | Wang, Gang,Xin, Xiaodong,Wang, Zehua,et al. Catalytic enantioselective oxidative coupling of saturated ethers with carboxylic acid derivatives[J]. NATURE COMMUNICATIONS,2019,10. |
APA | Wang, Gang,Xin, Xiaodong,Wang, Zehua,Lu, Gang,Ma, Yudao,&Liu, Lei.(2019).Catalytic enantioselective oxidative coupling of saturated ethers with carboxylic acid derivatives.NATURE COMMUNICATIONS,10. |
MLA | Wang, Gang,et al."Catalytic enantioselective oxidative coupling of saturated ethers with carboxylic acid derivatives".NATURE COMMUNICATIONS 10(2019). |
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