Oxazolines as chiral building blocks for imidazolium salts and N-heterocyclic carbene ligands

被引:236
作者
Glorius, F [1 ]
Altenhoff, G [1 ]
Goddard, R [1 ]
Lehmann, C [1 ]
机构
[1] Max Planck Inst Kohlenforsch, Kaiser Wilhelm Pl 1, D-45470 Mulheim, Germany
关键词
D O I
10.1039/b208045a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enantiomerically pure imidazolium triflates can be readily prepared from bioxazolines and oxazolineimines; deprotonation of imidazolium triflate 2 gives a chiral N-heterocyclic carbene that can act as a ligand in a catalytically active palladium complex.
引用
收藏
页码:2704 / +
页数:2
相关论文
共 22 条
  • [1] Imidazolylidenes, imidazolinylidenes and imidazolidines
    Arduengo, AJ
    Krafczyk, R
    Schmutzler, R
    Craig, HA
    Goerlich, JR
    Marshall, WJ
    Unverzagt, M
    [J]. TETRAHEDRON, 1999, 55 (51) : 14523 - 14534
  • [2] ELECTRONIC STABILIZATION OF NUCLEOPHILIC CARBENES
    ARDUENGO, AJ
    DIAS, HVR
    HARLOW, RL
    KLINE, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) : 5530 - 5534
  • [3] Looking for stable carbenes: The difficulty in starting anew
    Arduengo, AJ
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (11) : 913 - 921
  • [4] Stable carbenes
    Bourissou, D
    Guerret, O
    Gabbaï, FP
    Bertrand, G
    [J]. CHEMICAL REVIEWS, 2000, 100 (01) : 39 - 91
  • [5] Attractions and repulsions in molecular crystals: What can be learned from the crystal structures of condensed ring aromatic hydrocarbons?
    Dunitz, JD
    Gavezzotti, A
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (08) : 677 - 684
  • [6] Enders D, 2002, ANGEW CHEM INT EDIT, V41, P1743, DOI 10.1002/1521-3773(20020517)41:10<1743::AID-ANIE1743>3.0.CO
  • [7] 2-Q
  • [8] Synthesis of chiral triazolinylidene and imidazolinylidene transition metal complexes and first application in asymmetric catalysis
    Enders, D
    Gielen, H
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 617 (01) : 70 - 80
  • [9] THE CHEMISTRY OF 2-OXAZOLINES (1985-PRESENT)
    GANT, TG
    MEYERS, AI
    [J]. TETRAHEDRON, 1994, 50 (08) : 2297 - 2360
  • [10] C2-symmetric chiral bis(oxazoline)-metal complexes in catalytic asymmetric synthesis
    Ghosh, AK
    Packiarajan, M
    Cappiello, J
    [J]. TETRAHEDRON-ASYMMETRY, 1998, 9 (01) : 1 - 45