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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
DOI10.1021/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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