Oxidative kinetic resolution of heterocyclic sulfoxides with a porphyrin-inspired manganese complex by hydrogen peroxide
文献类型:期刊论文
作者 | Yang, Jinchuang1,2; Wang, Lianyue2; Lv, Ying2; Li, Ning2,3; An, Yue1; Gao, Shuang2 |
刊名 | TETRAHEDRON LETTERS |
出版日期 | 2018-01-10 |
卷号 | 59期号:2页码:156-159 |
ISSN号 | 0040-4039 |
关键词 | Oxidative Kinetic Resolution Heterocyclic Sulfoxides Manganese Porphyrin-inspired Sulfone |
DOI | 10.1016/j.tetlet.2017.12.012 |
文献子类 | Article |
英文摘要 | We have successfully reported here the low loading porphyrin-inspired high-valent manganese (IV)-oxo complex was applied in oxidative kinetic resolution (OKR) of racemic heterocyclic sulfoxides using the environmentally benign hydrogen peroxide for the first time. This approach allows for rapid OKR (0.5 h) of a variety of racemic sulfoxides (including pyridine, pyrimidine, pyrazine, thiazole, benzothiazole, thiophene) in excellent enantioselectivity (up to > 99% ee), simultaneously generating the corresponding sulfones in high yield (up to 80%). The catalytic system also showed an unexceptionable chemoselectivity for the sulfoxide substrates with hydroxyl groups in which only the sulfoxide group was oxidized. The practical utility of the method has been demonstrated in the OKR of gram-scale sulfoxides. (C) 2017 Elsevier Ltd. All rights reserved. |
WOS关键词 | ASYMMETRIC SULFIDE OXIDATION ; CATALYZED OXIDATION ; ENANTIOSELECTIVE SULFOXIDATION ; CHIRAL SULFOXIDES ; BIS-SULFOXIDE ; SULFONES ; WATER ; H2O2 ; SULFONAMIDES ; DIMERIZATION |
WOS研究方向 | Chemistry |
语种 | 英语 |
出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
WOS记录号 | WOS:000423647500018 |
源URL | [http://cas-ir.dicp.ac.cn/handle/321008/168594] |
专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
通讯作者 | An, Yue; Gao, Shuang |
作者单位 | 1.Liaoning Normal Univ, Coll Chem & Chem Engn, Dalian 116029, Peoples R China 2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China 3.Henan Univ, Coll Chem & Chem Engn, Kaifeng 475004, Henan, Peoples R China |
推荐引用方式 GB/T 7714 | Yang, Jinchuang,Wang, Lianyue,Lv, Ying,et al. Oxidative kinetic resolution of heterocyclic sulfoxides with a porphyrin-inspired manganese complex by hydrogen peroxide[J]. TETRAHEDRON LETTERS,2018,59(2):156-159. |
APA | Yang, Jinchuang,Wang, Lianyue,Lv, Ying,Li, Ning,An, Yue,&Gao, Shuang.(2018).Oxidative kinetic resolution of heterocyclic sulfoxides with a porphyrin-inspired manganese complex by hydrogen peroxide.TETRAHEDRON LETTERS,59(2),156-159. |
MLA | Yang, Jinchuang,et al."Oxidative kinetic resolution of heterocyclic sulfoxides with a porphyrin-inspired manganese complex by hydrogen peroxide".TETRAHEDRON LETTERS 59.2(2018):156-159. |
入库方式: OAI收割
来源:大连化学物理研究所
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