Water as a Direct Proton Source for Asymmetric Hydroarylation Catalyzed by a Rh(I)-Diene: Access to Nonproteinogenic beta(2)/gamma(2)/delta(2)-Amino Acid Derivatives | |
Chen, Jian-Ping1; Li, Yi1; Liu, Chao2,3; Wang, Tianyi1,2,3; Chung, Lung Wa2,3; Xu, Ming-Hua1,2,3 | |
刊名 | ORGANIC LETTERS |
2021-01-15 | |
卷号 | 23期号:2页码:571-577 |
ISSN号 | 1523-7060 |
DOI | 10.1021/acs.orglett.0c04099 |
通讯作者 | Xu, Ming-Hua(xumh@sustech.edu.cn) |
英文摘要 | A highly enantioselective rhodium-catalyzed intermolecular hydroarylation of alpha-aminoalkyl acrylates using water as a direct proton source has been realized by employing a chiral bicyclo[3.3.0] diene ligand, allowing efficient access to a broad range of alpha-aryl-methyl-substituted beta(2)-, gamma(2)-, and delta(2)-amino esters with excellent enantioselectivities (up to 98% ee) under exceptionally mild conditions. By utilizing this method, a series of structurally interesting benzo-fused heterocyclic molecules and the corresponding beta(2)-, gamma(2)-, and delta(2)-amino acids are facilely constructed. |
资助项目 | National Science & Technology Major Project Key New Drug Creation and Manufacturing Program, China[2018ZX09711002-006] ; National Natural Science Foundation of China[21971103] ; National Natural Science Foundation of China[21672229] ; National Natural Science Foundation of China[81521005] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002] |
WOS关键词 | CHIRAL DIENE LIGANDS ; ADDITION-ENANTIOSELECTIVE PROTONATION ; CONJUGATE ADDITION ; AMINO-ACIDS ; BETA(2)-AMINO ACIDS ; EFFICIENT ACCESS ; STEREOSELECTIVE-SYNTHESIS ; MICHAEL ADDITION ; OLEFIN LIGANDS ; BETA-PEPTIDES |
WOS研究方向 | Chemistry |
语种 | 英语 |
出版者 | AMER CHEMICAL SOC |
WOS记录号 | WOS:000643163800058 |
内容类型 | 期刊论文 |
源URL | [http://119.78.100.183/handle/2S10ELR8/297401] |
专题 | 中国科学院上海药物研究所 |
通讯作者 | Xu, Ming-Hua |
作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 2.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China 3.Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Dept Chem, Shenzhen 518055, Peoples R China |
推荐引用方式 GB/T 7714 | Chen, Jian-Ping,Li, Yi,Liu, Chao,et al. Water as a Direct Proton Source for Asymmetric Hydroarylation Catalyzed by a Rh(I)-Diene: Access to Nonproteinogenic beta(2)/gamma(2)/delta(2)-Amino Acid Derivatives[J]. ORGANIC LETTERS,2021,23(2):571-577. |
APA | Chen, Jian-Ping,Li, Yi,Liu, Chao,Wang, Tianyi,Chung, Lung Wa,&Xu, Ming-Hua.(2021).Water as a Direct Proton Source for Asymmetric Hydroarylation Catalyzed by a Rh(I)-Diene: Access to Nonproteinogenic beta(2)/gamma(2)/delta(2)-Amino Acid Derivatives.ORGANIC LETTERS,23(2),571-577. |
MLA | Chen, Jian-Ping,et al."Water as a Direct Proton Source for Asymmetric Hydroarylation Catalyzed by a Rh(I)-Diene: Access to Nonproteinogenic beta(2)/gamma(2)/delta(2)-Amino Acid Derivatives".ORGANIC LETTERS 23.2(2021):571-577. |
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