Regioselectivity, stereoselectivity and catalysis in intermolecular Pauson-Khand reactions: Teaching an old dog new tricks

被引:139
作者
Laschat, S [1 ]
Becheanu, A [1 ]
Bell, T [1 ]
Baro, A [1 ]
机构
[1] Univ Stuttgart, Inst Organ Chem, D-70569 Stuttgart, Germany
关键词
Pauson-Khand reaction; metal-catalysis; stereoselectivity; theoretical studies;
D O I
10.1055/s-2005-918922
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Since its discovery in the early seventies the intermolecular Pauson-Khand reaction has made considerable progress towards a powerful synthetic method. This account describes the major accomplishments with respect to reactivity, stereoselectivity and catalytic versions, which have been achieved over the last decade and summarizes mechanistic information being obtained by theoretical and experimental studies.
引用
收藏
页码:2547 / 2570
页数:24
相关论文
共 197 条
  • [1] Pauson-Khand reaction of 7-oxabicyclo[2.2.1] systems
    Ahmar, M
    Cazes, B
    [J]. TETRAHEDRON LETTERS, 2003, 44 (29) : 5403 - 5406
  • [2] Pauson-Khand reaction with allenic compounds .2. Reactivity of functionalized allenes.
    Ahmar, M
    Chabanis, O
    Gauthier, J
    Cazes, B
    [J]. TETRAHEDRON LETTERS, 1997, 38 (30) : 5277 - 5280
  • [3] Pauson-Khand reaction of activated olefins.
    Ahmar, M
    Antras, F
    Cazes, B
    [J]. TETRAHEDRON LETTERS, 1999, 40 (30) : 5503 - 5506
  • [4] Two birds with one metallic stone: Single-pot catalysis of fundamentally different transformations
    Ajamian, A
    Gleason, JL
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (29) : 3754 - 3760
  • [5] Ajamian A., 2004, ANGEW CHEM, V116, P3842
  • [6] Regioselectivity in the Pauson-Khand reaction of allenic hydrocarbons
    Antras, F
    Ahmar, M
    Cazes, B
    [J]. TETRAHEDRON LETTERS, 2001, 42 (46) : 8153 - 8156
  • [7] Control of the regioselectivity in the Pauson-Khand reaction of 7-oxanorbornene derivatives
    Arjona, O
    Csáky, AG
    Murcia, MC
    Plumet, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (20) : 7338 - 7341
  • [8] First intermolecular Pauson-Khand reaction of 7-azanorbornenes.: Control of the regioselectivity by the effect of the substituents attached to the olefinic partner
    Arjona, O
    Csáky, AG
    Medel, R
    Plumet, J
    [J]. TETRAHEDRON LETTERS, 2001, 42 (17) : 3085 - 3087
  • [9] Low-energy pathway for Pauson-Khand reactions:: Synthesis and reactivity of dicobalt hexacarbonyl complexes of chiral ynamines
    Balsells, J
    Vázquez, J
    Moyano, A
    Pericàs, MA
    Riera, A
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (22) : 7291 - 7302
  • [10] Becheanu A, 2002, SYNLETT, P1865