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Modular Phosphine-Aminophosphine Ligands Based on Chiral 1,2,3,4-Tetrahydro-1-naphthylamine Backbone: A New Class of Practical Ligands for Enantioselective Hydrogenations
Qiu, Min1,2; Hu, Xiang-Ping1; Huang, Jia-Di1,2; Wang, Dao-Yong1,2; Deng, Jun1,2; Yu, Sai-Bo1,2; Duan, Zheng-Chao1,2; Zheng, Zhuo1
KeywordAsymmetric Catalysis Hydrogenation Phosphine-aminophosphine Ligands Rhodium 1 2 3 4-tetrahydro-1-naphthylamine
Source PublicationADVANCED SYNTHESIS & CATALYSIS
2008-11-01
DOI10.1002/adsc.200800418
Volume350Issue:17Pages:2683-2689
Indexed BySCI ; IC
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Applied ; Chemistry, Organic
WOS Research AreaChemistry
WOS KeywordCATALYZED ASYMMETRIC HYDROGENATION ; PHOSPHONIC ACID-DERIVATIVES ; ENOL ESTER PHOSPHONATES ; N-H PROTON ; MICELLAR MEDIA ; ALPHA-HYDROXY ; COMPLEXES
AbstractA series of new chiral phosphine-aminophosphine ligands [(R)-HW-Phos] has been prepared from (R)-l.,2,3,4-tetrahydro-1-naphthylamine through a two-step procedure, and successfully applied in the rhodium-catalyzed asymmetric hydrogenation of various functionalized olefins such as alpha-enol ester phosphonates, alpha-enamido phosphonates, (Z)-beta-(acylamino)acrylates and so on. Excellent enantioselectivities have been achieved in the hydrogenation of most substrates tested, demonstrating the high potential of these newly developed phosphine-aminophosphine ligands in asymmetric catalysis. The present research also discloses that these newly developed phosphine-aminophosphine ligands are more efficient than that derived from (S)-1-phenyl ethyl amine, suggesting that the increased rigidity conferred by a cyclohexyl fragment in these phosphine-aminophosphine ligands has a positive effect in the asymmetric induction.
Language英语
WOS IDWOS:000261485400002
Citation statistics
Cited Times:18[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/140991
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, Grad Sch, Beijing 100039, Peoples R China
Recommended Citation
GB/T 7714
Qiu, Min,Hu, Xiang-Ping,Huang, Jia-Di,et al. Modular Phosphine-Aminophosphine Ligands Based on Chiral 1,2,3,4-Tetrahydro-1-naphthylamine Backbone: A New Class of Practical Ligands for Enantioselective Hydrogenations[J]. ADVANCED SYNTHESIS & CATALYSIS,2008,350(17):2683-2689.
APA Qiu, Min.,Hu, Xiang-Ping.,Huang, Jia-Di.,Wang, Dao-Yong.,Deng, Jun.,...&Zheng, Zhuo.(2008).Modular Phosphine-Aminophosphine Ligands Based on Chiral 1,2,3,4-Tetrahydro-1-naphthylamine Backbone: A New Class of Practical Ligands for Enantioselective Hydrogenations.ADVANCED SYNTHESIS & CATALYSIS,350(17),2683-2689.
MLA Qiu, Min,et al."Modular Phosphine-Aminophosphine Ligands Based on Chiral 1,2,3,4-Tetrahydro-1-naphthylamine Backbone: A New Class of Practical Ligands for Enantioselective Hydrogenations".ADVANCED SYNTHESIS & CATALYSIS 350.17(2008):2683-2689.
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