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Enantiomeric Catalytic Formal Thiolation of 2,5-Dimethyl-3-[1-(arylsulfonyl)alkyl]pyrroles in an Oil/Water Biphasic System
Chen, Ping1,2; Yang, Qin1; Lu, Shengmei1; Wang, Peng1; Liu, Yan1; Li, Can1
KeywordAsymmetric Synthesis Conjugate Addition Enantioselectivity Nitrogen Heterocycles Organocatalysis
Source PublicationEUROPEAN JOURNAL OF ORGANIC CHEMISTRY
2016-12-01
DOI10.1002/ejoc.201601180
Issue35Pages:5826-5830
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordBETA-SUBSTITUTED TRYPTOPHANS ; ASYMMETRIC MICHAEL ADDITION ; DIELS-ALDER REACTIONS ; GENERATED IN-SITU ; ANTIMALARIAL ACTIVITY ; ENANTIOSELECTIVE SYNTHESIS ; CONJUGATE ADDITION ; EMULSION DROPLETS ; CYCLOPRODIGIOSIN HYDROCHLORIDE ; ABSOLUTE-CONFIGURATION
AbstractThe asymmetric synthesis of 3-sec-substituted pyrrole derivatives through vinylogous imine intermediates generated in situ from 2,5-dimethyl-3-[1-(arylsulfonyl)alkyl]pyrroles with high activity and enantioselectivity (up to 98% ee) was examined. Employing a cinchona alkaloid based chiral bifunctional organocatalyst, the reaction of tritylthiol to sulfonylpyrroles delivered a series of highly enantioselective sulfur-containing 3-sec-substituted pyrroles.
Language英语
WOS IDWOS:000390780000008
Citation statistics
Cited Times:3[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/150509
Collection中国科学院大连化学物理研究所
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
2.Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Chen, Ping,Yang, Qin,Lu, Shengmei,et al. Enantiomeric Catalytic Formal Thiolation of 2,5-Dimethyl-3-[1-(arylsulfonyl)alkyl]pyrroles in an Oil/Water Biphasic System[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2016(35):5826-5830.
APA Chen, Ping,Yang, Qin,Lu, Shengmei,Wang, Peng,Liu, Yan,&Li, Can.(2016).Enantiomeric Catalytic Formal Thiolation of 2,5-Dimethyl-3-[1-(arylsulfonyl)alkyl]pyrroles in an Oil/Water Biphasic System.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(35),5826-5830.
MLA Chen, Ping,et al."Enantiomeric Catalytic Formal Thiolation of 2,5-Dimethyl-3-[1-(arylsulfonyl)alkyl]pyrroles in an Oil/Water Biphasic System".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY .35(2016):5826-5830.
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