Air-stable P-chiral bidentate phosphine ligand with (1-adamantyl)methylphosphino group

被引:27
|
作者
Imamoto, Tsuneo [1 ]
Kumada, Atsushi [1 ]
Yoshida, Kazuhiro [1 ]
机构
[1] Chiba Univ, Fac Sci, Dept Chem, Inage Ku, Chiba 2638522, Japan
关键词
D O I
10.1246/cl.2007.500
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Air-stable diphosphine ligand, (R,R)-2,3-bis((1-adamamyl)methylphosphino)quinoxaline, was prepared by the reaction of enantiomerically pure (S)-(1-adamantyl)methylphosphine-borane with 2,3-dichloroquinoxaline. The ligand exhibited excellent enantioselectivities in Rh-catalyzed asymmetric hydrogenation and Pd-catalyzed asymmetric ring-opening reaction.
引用
收藏
页码:500 / 501
页数:2
相关论文
共 50 条
  • [41] OPTICALLY-ACTIVE 2,2'-BIS(DIPHENYLPHOSPHINOMETHYL)-1,1'-BINAPHTHYL - NEW CHIRAL BIDENTATE PHOSPHINE LIGAND FOR TRANSITION-METAL COMPLEX CATALYZED ASYMMETRIC REACTIONS
    TAMAO, K
    YAMAMOTO, H
    MATSUMOTO, H
    MIYAKE, N
    HAYASHI, T
    KUMADA, M
    TETRAHEDRON LETTERS, 1977, (16) : 1389 - 1392
  • [42] Asymmetric synthesis of a P-chiral heteroditopic PP=S ligand via chiral metal template promoted cycloaddition between 3,4-dimethyl-1-phenylphosphole and its sulfonated analog
    Pullarkat, Sumod A.
    Tan, Kien-Wee
    Ma, Mengtao
    Tan, Geok-Kheng
    Koh, Lip Lin
    Vittal, Jagadese J.
    Leung, Pak-Hing
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (13) : 3083 - 3088
  • [43] Mononuclear gold(I) complex of a chiral tetra(tertiary phosphine).: Crystal and molecular structure of [T-4-(RP*,RP*)]-(±)-1,2-bis[(2-diphenylphosphinophenyl)methylphosphino]benzene-P,P′,P",P′" gold(I) hexafluorophosphate
    Chatterjee, S
    Moore, FKE
    Salem, G
    Waring, P
    Willis, AC
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (24): : 4487 - 4489
  • [44] P-Phenyl-2,2,6,6-tetramethylphosphorinan-4-ol: An Air-Stable P,O-Type Ligand for Palladium-Mediated Cross-Coupling Reactions
    Ullah, Ehsan
    McNulty, James
    Larichev, Vladimir
    Robertson, Al J.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (35) : 6824 - 6830
  • [45] Completely stereoselective synthesis of a chiral tetra(tertiary phosphine).: Crystal and molecular structure of [OC-6-22-(R*,R*)]-(±)-dichloro{1,2-bis[(2-dimethylphosphinophenyl)methylphosphino]benzene-P,P ′,P",P′′′}cobalt(III) hexafluorophosphate
    Chatterjee, S
    Doyle, R
    Hockless, DCR
    Salem, GR
    Willis, AC
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (12): : 1829 - 1830
  • [46] A P-31 AND MO-95 NMR-STUDY OF SOME MOLYBDENUM AND TUNGSTEN CARBONYL-COMPLEXES OF A SMALL AIR-STABLE ALIPHATIC PHOSPHINE, 1,3,5-TRIAZA-7-PHOSPHAADAMANTANE (PTA)
    ALYEA, EC
    FISHER, KJ
    FOO, S
    PHILIP, B
    POLYHEDRON, 1993, 12 (05) : 489 - 492
  • [47] A novel P-chirogenic phosphine ligand, (S,S)-1,2-bis-[(ferrocenyl)methylphosphino]ethane:: synthesis and use in rhodium-catalyzed asymmetric hydrogenation and palladium-catalyzed asymmetric allylic alkylation
    Oohara, N
    Katagiri, K
    Imamoto, T
    TETRAHEDRON-ASYMMETRY, 2003, 14 (15) : 2171 - 2175
  • [48] Completely stereoselective P-C bond formation via base-induced [1,3]- and [1,2]-intramolecular rearrangements of aryl phosphinates, phosphinoamidates and related compounds:: generation of P-chiral β-hydroxy, β-mercapto- and α-amino tertiary phosphine oxides and phosphine sulfides
    Au-Yeung, TL
    Chan, KY
    Haynes, RK
    Williams, ID
    Yeung, LL
    TETRAHEDRON LETTERS, 2001, 42 (03) : 457 - 460
  • [49] Probing Lipophilic Adamantyl Group as the P1-Ligand for HIV-1 Protease Inhibitors: Design, Synthesis, Protein X-ray Structural Studies, and Biological Evaluation
    Ghosh, Arun K.
    Osswald, Heather L.
    Glauninger, Kristof
    Agniswamy, Johnson
    Wang, Yuan-Fang
    Hayashi, Hironori
    Aoki, Manabu
    Weber, Irene T.
    Mitsuya, Hiroaki
    JOURNAL OF MEDICINAL CHEMISTRY, 2016, 59 (14) : 6826 - 6837
  • [50] A new air-stable zinc complex based on a 1,2-phenylene- diimino-2-cyanoacrylate ligand as an efficient catalyst of the epoxide-CO2 coupling
    Fuchs, M. A.
    Staudt, S.
    Altesleben, C.
    Walter, O.
    Zevaco, T. A.
    Dinjus, E.
    DALTON TRANSACTIONS, 2014, 43 (06) : 2344 - 2347