Diphosphonites as highly efficient ligands for enantioselective rhodium-catalyzed hydrogenation

被引:73
|
作者
Reetz, MT [1 ]
Gosberg, A [1 ]
Goddard, R [1 ]
Kyung, SH [1 ]
机构
[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
关键词
D O I
10.1039/a805524f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral ligands with achiral backbones such as ethano- or ferroceno-bridges linking two phosphonites derived from chiral diols such as binaphthol (BINOL) have been prepared; the corresponding Rh complexes are excellent catalysts in the hydrogenation of prochiral olefins such as itaconic acid dimethyl eater or 2-acetamido methyl acrylate, the ee values being 90-99.5%.
引用
收藏
页码:2077 / 2078
页数:2
相关论文
共 50 条
  • [1] Highly enantioselective rhodium-catalyzed hydrogenation with monodentate ligands
    van den Berg, M
    Minnaard, AJ
    Schudde, EP
    van Esch, J
    de Vries, AHM
    de Vries, JG
    Feringa, BL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (46) : 11539 - 11540
  • [2] Rhodium-Catalyzed Highly Enantioselective Hydrogenation of a Tetrasubstituted Enamine
    Yamada, Masatoshi
    Kato, Tomoaki
    Ikemoto, Tomomi
    Yamano, Mitsuhisa
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2021, 25 (04) : 1074 - 1079
  • [3] Chiral phosphine-phosphite ligands in the highly enantioselective rhodium-catalyzed asymmetric hydrogenation
    Deerenberg, S
    Pàmies, O
    Diéguez, M
    Claver, C
    Kamer, PCJ
    van Leeuwen, PWNM
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (23): : 7626 - 7631
  • [4] Modular monodentate phosphoramidite ligands for rhodium-catalyzed enantioselective hydrogenation
    Liu, Yan
    Ding, Kuiling
    1600, American Chemical Society, Columbus, United States (127):
  • [5] Rhodium-Catalyzed Enantioselective Hydrogenation of Unsaturated Phosphonates by ClickFerrophos Ligands
    Konno, Takashi
    Shimizu, Kenta
    Ogata, Kenichi
    Fukuzawa, Shin-ichi
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (07): : 3318 - 3324
  • [6] Modular monodentate phosphoramidite ligands for rhodium-catalyzed enantioselective hydrogenation
    Liu, Y
    Ding, KL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (30) : 10488 - 10489
  • [7] Rhodium-catalyzed enantioselective hydrogenation using chiral monophosphonite ligands
    Reetz, MT
    Sell, T
    TETRAHEDRON LETTERS, 2000, 41 (33) : 6333 - 6336
  • [8] Monodentate chiral spiro phosphoramidites: Efficient ligands for rhodium-catalyzed enantioselective hydrogenation of enamides
    Hu, AG
    Fu, Y
    Xie, JH
    Zhou, H
    Wang, LX
    Zhou, QL
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (13) : 2348 - 2350
  • [9] Rhodium-catalyzed enantioselective hydrogenation of ketopantolactone
    Maris, M
    Mallat, T
    Baiker, A
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 242 (1-2) : 151 - 155
  • [10] NDIPhos as a platform for chiral supramolecular ligands in rhodium-catalyzed enantioselective hydrogenation
    Force, Guillaume
    Mayer, Robert J. J.
    Vayer, Marie
    Leboeuf, David
    CHEMICAL COMMUNICATIONS, 2023, 59 (41) : 6231 - 6234