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CONVENIENT SYNTHESIS OF OPTICALLY PURE 8-METHOXY-2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE AND 2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE
Tang, Jie1; Jiang, Guo-Fang1; Zhou, Yong-Gui2
KeywordChemical Resolution Hydrogenation Chiral Tetrahydroquinoline
Source PublicationHETEROCYCLES
2010-12-31
DOI10.3987/COM-10-S(E)50
Volume82Issue:1Pages:887-893
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordIRIDIUM-CATALYZED HYDROGENATION ; ASYMMETRIC HYDROGENATION ; GALIPEA-OFFICINALIS ; HETEROAROMATIC-COMPOUNDS ; KINETIC RESOLUTION ; QUINOLINES ; ALKALOIDS ; (+/-)-2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE ; (+/-)-2-METHYLINDOLINE ; LIGANDS
AbstractA convenient method was developed to synthesize optically pure 8-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline (2a) and 2-methyl-1,2,3,4-tetrahydroquinoline (2b) by combining the methods of catalytic hydrogenation and classical resolution. The catalytic system ([Ru(p-cymene)Cl(2)](2)/I(2)) showed high efficiency in preparing racemic 2a and 2b, which were successfully resolved using commercial tartaric acid derivatives, and both enantiomers were obtained in moderate yield with >99% ee.
Language英语
WOS IDWOS:000286906100064
Citation statistics
Cited Times:2[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/141833
Collection中国科学院大连化学物理研究所
Affiliation1.Hunan Univ, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Tang, Jie,Jiang, Guo-Fang,Zhou, Yong-Gui. CONVENIENT SYNTHESIS OF OPTICALLY PURE 8-METHOXY-2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE AND 2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE[J]. HETEROCYCLES,2010,82(1):887-893.
APA Tang, Jie,Jiang, Guo-Fang,&Zhou, Yong-Gui.(2010).CONVENIENT SYNTHESIS OF OPTICALLY PURE 8-METHOXY-2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE AND 2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE.HETEROCYCLES,82(1),887-893.
MLA Tang, Jie,et al."CONVENIENT SYNTHESIS OF OPTICALLY PURE 8-METHOXY-2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE AND 2-METHYL-1,2,3,4-TETRAHYDROQUINOLINE".HETEROCYCLES 82.1(2010):887-893.
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