Cyclopropanation of alkenes with ethyl diazoacetate catalysed by ruthenium porphyrin complexes

被引:87
|
作者
Galardon, E [1 ]
LeMaux, P [1 ]
Simonneaux, G [1 ]
机构
[1] UNIV RENNES 1,CNRS,LAB CHIM ORGANOMET & BIOL,F-35042 RENNES,FRANCE
关键词
D O I
10.1039/a700098g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ruthenium porphyrin complexes are active catalysts for the cyclopropanation of styrene derivatives by ethyl diazoacetate with good to very good diastereoselectivity; moderate enantiomeric excesses (34%) are observed using a chiral porphyrin as catalyst.
引用
收藏
页码:927 / 928
页数:2
相关论文
共 50 条
  • [31] Iron(III) and ruthenium(II) porphyrin complex-catalyzed selective olefination of aldehydes with ethyl diazoacetate
    Chen, Y
    Huang, L
    Ranade, MA
    Zhang, XP
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (09): : 3714 - 3717
  • [32] Ruthenium-oxo and -tosylimido porphyrin complexes for epoxidation and aziridination of alkenes
    Che, CM
    Yu, WY
    PURE AND APPLIED CHEMISTRY, 1999, 71 (02) : 281 - 288
  • [33] Metal-Catalyzed Olefin Cyclopropanation with Ethyl Diazoacetate: Control of the Diastereoselectivity
    Caballero, Ana
    Prieto, Auxiliadora
    Mar Diaz-Requejo, M.
    Perez, Pedro J.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2009, (09) : 1137 - 1144
  • [34] PALLADIUM(II) ACETATE, AN EFFICIENT CATALYST FOR CYCLOPROPANATION REACTIONS WITH ETHYL DIAZOACETATE
    MAJCHRZAK, MW
    KOTELKO, A
    LAMBERT, JB
    SYNTHESIS-STUTTGART, 1983, (06): : 469 - 470
  • [35] Catalytic cyclopropanation of electron deficient alkenes mediated by chiral and achiral sulfides: scope and limitations in reactions involving phenyldiazomethane and ethyl diazoacetate
    Aggarwal, VK
    Smith, HW
    Hynd, G
    Jones, RVH
    Fieldhouse, R
    Spey, SE
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (19): : 3267 - 3276
  • [36] Selective oxidation of alkenes catalysed by ruthenium(II) complexes containing coordinated perchlorate
    Kanmani, AS
    Vancheesan, S
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 150 (1-2) : 95 - 104
  • [37] Chiral porphyrin complexes of cobalt(II) and ruthenium(II) in catalytic cyclopropanation and amination reactions
    Caselli, Alessandro
    Gallo, Emma
    Ragaini, Fabio
    Ricatto, Federica
    Abbiati, Giorgio
    Cenini, Sergio
    INORGANICA CHIMICA ACTA, 2006, 359 (09) : 2924 - 2932
  • [38] Ruthenium porphyrin catalysed intermolecular amino-oxyarylation of alkenes to give primary amines via a ruthenium nitrido intermediate
    Yu, Daohong
    Shing, Ka-Pan
    Liu, Yungen
    Liu, Haiyang
    Che, Chi-Ming
    CHEMICAL COMMUNICATIONS, 2020, 56 (01) : 137 - 140
  • [39] ASYMMETRIC CYCLOPROPANATION OF ALKENES CATALYZED BY A CHIRAL WALL PORPHYRIN
    OMALLEY, S
    KODADEK, T
    TETRAHEDRON LETTERS, 1991, 32 (22) : 2445 - 2448
  • [40] Hydrotrispyrazolylborate-copper complexes as catalysts for the styrene cyclopropanation reaction with ethyl diazoacetate under homogeneous and heterogeneous conditions
    Caballero, Ana
    Sabater, Mariano
    Esther Morilla, M.
    Carmen Nicasio, M.
    Belderrain, Tomas R.
    Mar Diaz-Requejo, M.
    Perez, Pedro J.
    INORGANICA CHIMICA ACTA, 2009, 362 (12) : 4599 - 4602