Enantioselective Assembly of α, β-Diamine Acid Derivatives via Three-Component Reaction of α-H Diazoacetates with Sulfonamides and Imines
文献类型：期刊论文
| 作者 | Sha, Hongkai2; Xie, Xiongda2; Zhang, Dan1; Hu, Wenhao2; Kang, Zhenghui1,2,3 |
| 刊名 | ADVANCED SYNTHESIS & CATALYSIS
 |
| 出版日期 | 2023-11-14 |
| 页码 | 8 |
| ISSN号 | 1615-4150 |
| 关键词 | asymmetric three-component reaction alpha, beta-diamine acid metal carbenes ammonium ylide alpha-H diazoacetates |
| DOI | 10.1002/adsc.202301118 |
| 通讯作者 | Zhang, Dan(zhangdan3@simm.ac.cn) ; Kang, Zhenghui(kangzhenghui@simm.ac.cn) |
| 英文摘要 | An asymmetric three-component reaction of alpha-H diazoacetate with sulfonamide and imine has been developed under the co-catalyzation of Rh-2(OAc)(4) and a chiral phosphoric acid (CPA), which proceed through Mannich-type interception of transient ammonium ylide. The reaction offers a convenient access to alpha, beta-diamine acid derivatives with two adjacent chiral centers in 59%-74% yields with 91%-99% ee and 92:8 to>95:5 dr. Moreover, the generated products could be easily converted to free chiral diamines and other useful chiral motifs. |
| WOS关键词 | MANNICH-TYPE REACTION ; CATALYTIC ASYMMETRIC-SYNTHESIS ; UNNATURAL AMINO-ACIDS ; GLYCINE SCHIFF-BASES ; AMMONIUM YLIDES ; ALPHA,BETA-DIAMINO ACIDS ; MULTICOMPONENT REACTIONS ; BIOLOGICAL SIGNIFICANCE ; CONCISE TRACK ; N BOND |
| 资助项目 | Support for this research from the National Natural Science Foundation of China (21901262, 92056201), Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery (2019B030301005), Natural Science Foundation of Guangdong Province, China (No. 2[21901262] ; Support for this research from the National Natural Science Foundation of China (21901262, 92056201), Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery (2019B030301005), Natural Science Foundation of Guangdong Province, China (No. 2[92056201] ; National Natural Science Foundation of China[2019B030301005] ; Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery[2021A1515010231] ; Natural Science Foundation of Guangdong Province, China |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| WOS记录号 | WOS:001104939000001 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/309207]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Zhang, Dan; Kang, Zhenghui |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China 2.Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangdong Key Lab Chiral Mol & Drug Discovery, Guangzhou 510006, Peoples R China 3.Chinese Acad Sci, Zhongshan Inst Drug Discovery, Shanghai Inst Mat Med, Zhongshan 528400, Peoples R China |
| 推荐引用方式 GB/T 7714 | Sha, Hongkai,Xie, Xiongda,Zhang, Dan,et al. Enantioselective Assembly of α, β-Diamine Acid Derivatives via Three-Component Reaction of α-H Diazoacetates with Sulfonamides and Imines[J]. ADVANCED SYNTHESIS & CATALYSIS,2023:8. |
| APA | Sha, Hongkai,Xie, Xiongda,Zhang, Dan,Hu, Wenhao,&Kang, Zhenghui.(2023).Enantioselective Assembly of α, β-Diamine Acid Derivatives via Three-Component Reaction of α-H Diazoacetates with Sulfonamides and Imines.ADVANCED SYNTHESIS & CATALYSIS,8. |
| MLA | Sha, Hongkai,et al."Enantioselective Assembly of α, β-Diamine Acid Derivatives via Three-Component Reaction of α-H Diazoacetates with Sulfonamides and Imines".ADVANCED SYNTHESIS & CATALYSIS (2023):8. |
入库方式： OAI收割
来源：上海药物研究所
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