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Highly enantioselective Pd-catalyzed asymmetric hydrogenation of activated imines
Wang, You-Qing; Lu, Sheng-Mei; Zhou, Yong-Gui
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
2007-05-11
DOI10.1021/jo0700878
Volume72Issue:10Pages:3729-3734
Indexed BySCI ; IC ; CCR
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordN-ARYL IMINES ; CHIRAL TOLUENE-2,ALPHA-SULTAM AUXILIARIES ; IR-F-BINAPHANE ; REDUCTIVE AMINATION ; C=N BONDS ; ORGANOMETALLIC REAGENTS ; BOROHYDRIDE REDUCTION ; PRACTICAL SYNTHESIS ; SULTAM AUXILIARIES ; AROMATIC KETIMINES
AbstractPd/bisphosphines complexes are highly effective catalysts for asymmetric hydrogenation of activated imines in trifluoroethanol. The asymmetric hydrogenation of N-diphenylphosphinyl ketimines 3 with Pd(CF3CO2)/(S)-SegPhos indicated 87-99% ee, and N-tosylimines 5 could gave 88-97% ee with Pd(CF3CO2)/(S)-SynPhos as a catalyst. Cyclic N-sulfonylimines 7 and 11 were hydrogenated to afford the useful chiral sultam derivatives in 79-93% ee, which are important organic synthetic intermediates and structural units of agricultural and pharmaceutical agents.
Language英语
WOS IDWOS:000246206700017
Citation statistics
Cited Times:106[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/140507
Collection中国科学院大连化学物理研究所
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
Recommended Citation
GB/T 7714
Wang, You-Qing,Lu, Sheng-Mei,Zhou, Yong-Gui. Highly enantioselective Pd-catalyzed asymmetric hydrogenation of activated imines[J]. JOURNAL OF ORGANIC CHEMISTRY,2007,72(10):3729-3734.
APA Wang, You-Qing,Lu, Sheng-Mei,&Zhou, Yong-Gui.(2007).Highly enantioselective Pd-catalyzed asymmetric hydrogenation of activated imines.JOURNAL OF ORGANIC CHEMISTRY,72(10),3729-3734.
MLA Wang, You-Qing,et al."Highly enantioselective Pd-catalyzed asymmetric hydrogenation of activated imines".JOURNAL OF ORGANIC CHEMISTRY 72.10(2007):3729-3734.
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