Highly enantioselective synthesis of alpha-tertiary chiral amino acid derivatives through rhodium-catalyzed asymmetric arylation of cyclic N-sulfonyl alpha-ketimino esters
文献类型：期刊论文
| 作者 | Wang, Zheng1,2; Xu, Ming-Hua1
|
| 刊名 | ORGANIC & BIOMOLECULAR CHEMISTRY
 |
| 出版日期 | 2018-07-07 |
| 卷号 | 16期号:25页码:4633-4640 |
| ISSN号 | 1477-0520 |
| DOI | 10.1039/c8ob00840j |
| 文献子类 | Article |
| 英文摘要 | By employing an easily available, exceptionally simple sulfur-olefin ligand, a highly enantioselective rhodium-catalyzed arylation of cyclic N-sulfonyl a-ketimino esters with arylboronic acids has been developed. The reaction allows facile access to a wide range of a, a-gem-diaryl substituted chiral amino esters in excellent yields with extremely high enantioselectivities (uniformly 98-99% ee). The synthetic utility of this approach was highlighted by the efficient synthesis of a series of interesting molecules including unique chiral spirocycles bearing 2,3-dihydrobenzofuran and 1H-isoindole skeletons. |
| WOS关键词 | SULFUR-OLEFIN LIGANDS ; EFFICIENT SYNTHESIS ; ARYLBORONIC ACIDS ; GLUTAMATE RECEPTORS ; ALLYLIC ALKYLATION ; ACCESS ; CONSTRUCTION ; STEREOCENTERS ; ALDEHYDES ; DESIGN |
| 资助项目 | National Natural Science Foundation of China[21472205] ; National Natural Science Foundation of China[81521005] ; National Natural Science Foundation of China[21325209] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| 出版者 | ROYAL SOC CHEMISTRY |
| WOS记录号 | WOS:000436517700007 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/279661]  |
| 专题 | 药物化学研究室 中科院受体结构与功能重点实验室 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, State Key Lab Drug Res, Shanghai Inst Mat Med, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China; 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wang, Zheng,Xu, Ming-Hua. Highly enantioselective synthesis of alpha-tertiary chiral amino acid derivatives through rhodium-catalyzed asymmetric arylation of cyclic N-sulfonyl alpha-ketimino esters[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2018,16(25):4633-4640. |
| APA | Wang, Zheng,&Xu, Ming-Hua.(2018).Highly enantioselective synthesis of alpha-tertiary chiral amino acid derivatives through rhodium-catalyzed asymmetric arylation of cyclic N-sulfonyl alpha-ketimino esters.ORGANIC & BIOMOLECULAR CHEMISTRY,16(25),4633-4640. |
| MLA | Wang, Zheng,et al."Highly enantioselective synthesis of alpha-tertiary chiral amino acid derivatives through rhodium-catalyzed asymmetric arylation of cyclic N-sulfonyl alpha-ketimino esters".ORGANIC & BIOMOLECULAR CHEMISTRY 16.25(2018):4633-4640. |
入库方式： OAI收割
来源：上海药物研究所
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