Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to Glyoxylates: Access to Optically Active Substituted Mandelic Acid Esters
文献类型：期刊论文
| 作者 | Chen, Diao1; Liu, Jian-Guo2,3; Zhang, Xu1; Xu, Ming-Hua1,2,3
|
| 刊名 | SYNLETT
 |
| 出版日期 | 2019-09-03 |
| 卷号 | 30期号:14页码:1693-1697 |
| 关键词 | asymmetric catalysis rhodium catalysis ligands mandelic acid esters glyoxylate arylboronic acids |
| ISSN号 | 0936-5214 |
| DOI | 10.1055/s-0037-1610722 |
| 文献子类 | Article |
| 英文摘要 | A rhodium-catalyzed enantioselective addition of glyoxylates to arylboronic acids promoted by a simple chiral sulfinamide-based olefin ligand under mild reaction conditions is described. The reaction provides access to a variety of optically active substituted mandelic acid esters in good yields with up to 83% ee. The catalytic system is also applicable to pyruvate addition. The synthetic utility of this method is highlighted by a formal synthesis of the antiplatelet drug clopidogrel. |
| WOS关键词 | SULFUR-OLEFIN LIGANDS ; HIGHLY ENANTIOSELECTIVE ARYLATION ; FRIEDEL-CRAFTS REACTION ; ALPHA-KETOESTERS ; ETHYL GLYOXYLATE ; PRACTICAL SYNTHESIS ; KINETIC RESOLUTION ; CARBOXYLIC-ACIDS ; AROMATIC-AMINES ; CHIRAL LIGANDS |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000481808000014 |
| 出版者 | GEORG THIEME VERLAG KG |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/309422]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Xu, Ming-Hua |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Materia Med, State Key Lab Drug Res, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China; 2.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, 1088 Xueyuan Blvd, Shenzhen 518055, Peoples R China; 3.Southern Univ Sci & Technol, Dept Chem, 1088 Xueyuan Blvd, Shenzhen 518055, Peoples R China |
| 推荐引用方式 GB/T 7714 | Chen, Diao,Liu, Jian-Guo,Zhang, Xu,et al. Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to Glyoxylates: Access to Optically Active Substituted Mandelic Acid Esters[J]. SYNLETT,2019,30(14):1693-1697. |
| APA | Chen, Diao,Liu, Jian-Guo,Zhang, Xu,&Xu, Ming-Hua.(2019).Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to Glyoxylates: Access to Optically Active Substituted Mandelic Acid Esters.SYNLETT,30(14),1693-1697. |
| MLA | Chen, Diao,et al."Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to Glyoxylates: Access to Optically Active Substituted Mandelic Acid Esters".SYNLETT 30.14(2019):1693-1697. |
入库方式： OAI收割
来源：上海药物研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。