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
  • [1] An air-stable P-chiral phosphine ligand for highly enantioselective transition-metal-catalyzed reactions
    1600, American Chemical Society, Columbus, United States (127):
  • [2] An air-stable P-chiral phosphine ligand for highly enantioselective transition-metal-catalyzed reactions
    Imamoto, T
    Sugita, K
    Yoshida, K
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (34) : 11934 - 11935
  • [3] Molecular recognition in a palladium complex promoted asymmetric synthesis of a P-chiral heterodifunctionalized bidentate phosphine ligand
    Song, YC
    Vittal, JJ
    Chan, SH
    Leung, PH
    ORGANOMETALLICS, 1999, 18 (04) : 650 - 655
  • [4] Novel P-chiral bidentate phosphine ligands: synthesis and use in asymmetric catalysis
    Nettekoven, U
    Widhalm, M
    Kamer, PCJ
    vanLeeuwen, PWNM
    TETRAHEDRON-ASYMMETRY, 1997, 8 (19) : 3185 - 3188
  • [5] Improved synthesis of 1-adamantyl-phosphine and its use in the synthesis of cyclicphosphines containing 1-adamantyl group
    Ohashi, A
    Matsukawa, S
    Imamoto, T
    HETEROCYCLES, 2000, 52 (02) : 905 - 910
  • [6] A simple route to a novel enantiomerically pure P-chiral phosphine ligand containing a tertiary amide functional group
    Leung, PH
    Loh, SK
    Mok, KF
    White, AJP
    Williams, DJ
    CHEMICAL COMMUNICATIONS, 1996, (05) : 591 - 592
  • [7] A new P-chiral bisphosphine, 1,1′-bis[(t-butyl)methylphosphino]ferrocene, as an effective ligand in catalytic asymmetric hydrosilylation of simple ketones
    Tsuruta, H
    Imamoto, T
    TETRAHEDRON-ASYMMETRY, 1999, 10 (05) : 877 - 882
  • [8] Highly Regio- and Enantioselective Hydroformylation of Vinyl Esters Using Bidentate Phosphine,P-Chiral Phosphorodiamidite Ligands
    Schmitz, Christian
    Holthusen, Katharina
    Leitner, Walter
    Francio, Giancarlo
    ACS CATALYSIS, 2016, 6 (03): : 1584 - 1589
  • [9] Zirconium-catalyzed intermolecular hydrophosphination using a chiral, air-stable primary phosphine
    Bange, Christine A.
    Ghebreab, Michael B.
    Ficks, Arne
    Mucha, Neil T.
    Higham, Lee
    Waterman, Rory
    DALTON TRANSACTIONS, 2016, 45 (05) : 1863 - 1867
  • [10] Efficient Multigram Syntheses of Air-Stable, Chiral Primary Phosphine Ligand Precursors via Palladium-Catalyzed Phosphonylation of Aryltriflates
    Ficks, Arne
    Sibbald, Connor
    Ojo, Stephen
    Harrington, Ross W.
    Clegg, William
    Higham, Lee J.
    SYNTHESIS-STUTTGART, 2013, 45 (02): : 265 - 271