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Chinese Academy of Sciences Institutional Repositories Grid
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
DOI10.1016/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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