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N-Heterocyclic Carbene Organocatalytic Reductive beta,beta-Coupling Reactions of Nitroalkenes via Radical Intermediates
Du, Yu1; Wang, Yuhuang1; Li, Xin2; Shao, Yaling1; Li, Guohui2; Webster, Richard D.1; Chi, Yonggui Robin1
Source PublicationORGANIC LETTERS
2014-11-07
DOI10.1021/ol5027415
Volume16Issue:21Pages:5678-5681
Indexed BySCI ; IC ; CCR
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordPYRUVATE-FERREDOXIN OXIDOREDUCTASE ; INTERMOLECULAR STETTER REACTION ; ACTIVATED DOUBLE-BONDS ; OXIDATIVE ESTERIFICATION ; MEDIATED REDUCTION ; STEREOSELECTIVE-SYNTHESIS ; CATALYZED OXIDATIONS ; ALIPHATIC-ALDEHYDES ; BENZOIN REACTIONS ; ESTERS
AbstractAn unprecedented N-heterocyclic carbene catalytic reductive beta,beta-carbon coupling of alpha,beta-nitroalkenes, by using an organic substrate to mimic the one-electron oxidation role of the pyruvate ferredoxin oxidoreductase (PFOR) in living systems, has been developed. The reaction goes through a radical anion intermediate generated under a catalytic redox process. For the first time, the presence of radical anion intermediate in NHC organocatalysis is observed and clearly verified.
Language英语
WOS IDWOS:000344635200044
Citation statistics
Cited Times:32[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/145494
Collection中国科学院大连化学物理研究所
Affiliation1.Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
2.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Du, Yu,Wang, Yuhuang,Li, Xin,et al. N-Heterocyclic Carbene Organocatalytic Reductive beta,beta-Coupling Reactions of Nitroalkenes via Radical Intermediates[J]. ORGANIC LETTERS,2014,16(21):5678-5681.
APA Du, Yu.,Wang, Yuhuang.,Li, Xin.,Shao, Yaling.,Li, Guohui.,...&Chi, Yonggui Robin.(2014).N-Heterocyclic Carbene Organocatalytic Reductive beta,beta-Coupling Reactions of Nitroalkenes via Radical Intermediates.ORGANIC LETTERS,16(21),5678-5681.
MLA Du, Yu,et al."N-Heterocyclic Carbene Organocatalytic Reductive beta,beta-Coupling Reactions of Nitroalkenes via Radical Intermediates".ORGANIC LETTERS 16.21(2014):5678-5681.
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