Catalytic Syn-Selective Nitroaldol Approach to Amphenicol Antibiotics: Evolution of a Unified Asymmetric Synthesis of (−)-Chloramphenicol, (−)-Azidamphenicol, (+)-Thiamphenicol, and (+)-Florfenicol-Reference-Cited by-同舟云学术

Catalytic Syn-Selective Nitroaldol Approach to Amphenicol Antibiotics: Evolution of a Unified Asymmetric Synthesis of (−)-Chloramphenicol, (−)-Azidamphenicol, (+)-Thiamphenicol, and (+)-Florfenicol

Published:2021-08-13 Issue:17 Volume:86 Page:11557-11570
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Xia Yingqi¹,Jiang Meifen²,Liu Minjie³,Zhang Yan¹,Qu Hongmin¹,Xiong Tong¹,Huang Huashan³,Cheng Dang²^ORCID,Chen Fener¹²³^ORCID

Affiliation:

1. Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China

2. Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, China

3. Shanghai Engineering Center of Industrial Asymmetric Catalysis for Chiral Drugs, Shanghai 200433, China

Funder

Fudan University

Ministry of Education of the People's Republic of China

National Natural Science Foundation of China

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.1c01124

Reference68 articles.

1. New Antibacterial Agents. 2-Acylamino-1-(4-hydrocarbonylsulfonylphenyl)-1,3-propanediols and Related Compounds

2. New Antibacterial Agents. II. An Alternate Synthesis of DL-threo-2-Dichloro-acetamido-1-(4-methylsulfonylphenyl)-1, 3-propanediol1

3. An efficient synthesis of florfenicol

4. Direct conversion of (1S,2S)-2-amino-1-[(4-methylthio)phenyl]-1,3-propanediol into its enantiomer for efficient synthesis of thiamphenicol and florfenicol

Cited by 21 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Fabrication of an economical and environmentally friendly electrode utilizing fullerene modified with L-proline and coated with copper nanoparticles for enantioselective electro-organic henry reaction in the presence of NaCl electrolyte;Journal of Molecular Structure;2024-11

2. Uncovering Hydroxynitrile Lyase Variants with Promiscuous Diastereoselective Nitroaldolase Activity toward the Highly Stereocontrolled Synthesis of Anti β-Nitroalcohols;ACS Catalysis;2024-08-07

3. Asymmetric Synthesis of Chiral Benzoins Enabled by Engineered Ketoreductase-Catalyzed Stereoselective Reduction of Benzils;ACS Sustainable Chemistry & Engineering;2024-07-24

4. Asymmetric Cross-Coupling of Aldehydes with Diverse Carbonyl or Iminyl Compounds by Photoredox-Mediated Cobalt Catalysis;Journal of the American Chemical Society;2024-04-08

5. Rationally introducing non-canonical amino acids to enhance catalytic activity of LmrR for Henry reaction;Bioresources and Bioprocessing;2024-02-29