Stereoselective substitution of α-aminoalkylferrocenes with diorganozincs.: A fast synthesis of new chiral FERRIPHOS ligands for asymmetric catalysis

被引:44
|
作者
Lotz, M
Ireland, T
Perea, JJA
Knochel, P
机构
[1] Univ Munich, Inst Organ Chem, D-81377 Munich, Germany
[2] Degussa Huls AG, Fine Chem Div, D-63403 Hanau, Germany
关键词
D O I
10.1016/S0957-4166(99)00182-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A direct stereoselective substitution of alpha-aminoalkylferrocenes of type 3 with organozinc reagents provides chiral ferrocenes which can be converted to the FERRIPHOS ligands of type 1 in a one-pot procedure. These FERRIPHOS ligands have been used for the Rh-catalyzed asymmetric hydrogenation of an enol acetate with 94.9% ee. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1839 / 1842
页数:4
相关论文
共 50 条
  • [41] Design of a new class of chiral quinoline-phosphine ligands. Synthesis and application in asymmetric catalysis
    Delapierre, G
    Brunel, JM
    Constantieux, T
    Buono, G
    TETRAHEDRON-ASYMMETRY, 2001, 12 (09) : 1345 - 1352
  • [42] Synthesis of 1,1′-bis(phosphetano)ferrocenes, a new class of chiral ligands for asymmetric catalysis
    Marinetti, A
    Labrue, F
    Genêt, JP
    SYNLETT, 1999, (12) : 1975 - 1977
  • [43] Synthesis of Chiral Bifunctional NHC Ligands and Survey of Their Utilities in Asymmetric Gold Catalysis
    Zhang, Jun-Qi
    Liu, Yunkui
    Wang, Xing-Wang
    Zhang, Liming
    ORGANOMETALLICS, 2019, 38 (20) : 3931 - 3938
  • [44] Chiral phosphites as ligands in asymmetric metal complex catalysis and synthesis of coordination compounds
    Gavrilov, KN
    Bondarev, OG
    Polosukhin, AI
    USPEKHI KHIMII, 2004, 73 (07) : 726 - 756
  • [45] Chiral N,N′-dioxide ligands: synthesis, coordination chemistry and asymmetric catalysis
    Liu, Xiaohua
    Lin, Lili
    Feng, Xiaoming
    ORGANIC CHEMISTRY FRONTIERS, 2014, 1 (03): : 298 - 302
  • [46] Recent developments in the synthesis and applications of chiral ferrocene ligands and organocatalysts in asymmetric catalysis
    Cunningham, Laura
    Benson, Annette
    Guiry, Patrick J.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (46) : 9329 - 9370
  • [47] Chiral phosphinooxazolines with a pentamethylferrocene backbone-synthesis and use as ligands in asymmetric catalysis
    Geisler, FM
    Helmchen, G
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (06): : 2486 - 2492
  • [48] Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs
    Dhayalan, Vasudevan
    Dandela, Rambabu
    Devi, K. Bavya
    Dhanusuraman, Ragupathy
    SYNOPEN, 2022, 06 (01): : 31 - 57
  • [49] Design, synthesis, and evaluation of chiral phenanthroline ligands for use in asymmetric catalysis.
    Kieken, E
    Mortison, JD
    O'Neill, DJ
    Pena-Carbrera, E
    Norrby, PO
    Wiest, OG
    Helquist, P
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U57 - U57
  • [50] New axially chiral bis(dihydrooxazoles) as ligands in stereoselective transition-metal catalysis
    Rippert, AJ
    HELVETICA CHIMICA ACTA, 1998, 81 (04) : 676 - 687