Cyclopropanation by tandem radical [2+1] cycloaddition conducted by nickel complexes catalyzed electroreduction

被引:39
|
作者
Ozaki, S
Matsui, E
Waku, J
Ohmori, H
机构
[1] Faculty of Pharmaceutical Sciences, Osaka University, Suita, Osaka-fu
关键词
D O I
10.1016/S0040-4039(97)00434-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bicyclo[3. 1. 0]-, 3-azabicyclo [3. 1. 0]- and 3-oxabicyclo[3. 1. 0]hexane derivatives were prepared by a nickel complex catalyzed elctroreduction of 2-bromo or 2-iodo-1, 6-diene derivatives. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:2705 / 2708
页数:4
相关论文
共 50 条
  • [1] TANDEM RADICAL [2+1] CYCLOADDITION - REMARKABLE SILYL SUBSTITUENT EFFECT ON THE CHEMOSELECTIVITY OF THE RADICAL CYCLIZATION REACTIONS
    WENG, WW
    LUH, TY
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (21): : 5574 - 5575
  • [2] [2+1] CYCLOADDITION OF KETENE RADICAL CATION AND ETHYLENE
    DASS, C
    GROSS, ML
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (20) : 5775 - 5780
  • [3] A Regio- and Diastereoselective Platinum-Catalyzed Tandem [2+1]/[3+2] Cycloaddition Sequence
    Achard, Thierry
    Lepronier, Aymeric
    Gimbert, Yves
    Clavier, Herve
    Giordano, Laurent
    Tenaglia, Alphonse
    Buono, Gerard
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (15) : 3552 - 3556
  • [4] Silver-Catalyzed Reaction of Enynals with Alkenes: A Tandem 1,3-Dipolar Cycloaddition/Cyclopropanation
    Liang, Renxiao
    Ma, Tongmei
    Zhu, Shifa
    [J]. ORGANIC LETTERS, 2014, 16 (17) : 4412 - 4415
  • [5] Radical cycloaddition by nickel(II) complex-catalyzed electroreduction. A method for preparation of pyrrolopyridine and pyrrolopyrrole derivatives
    Ozaki, S
    Mitoh, S
    Ohmori, H
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1996, 44 (11) : 2020 - 2024
  • [6] [2+1]-CYCLOADDITION OF 1-SELENO-2-SILYLETHENES - SELENIUM-ASSISTED 1,2-SILICON SHIFT FOR CYCLOPROPANATION
    YAMAZAKI, S
    TANAKA, M
    YAMAGUCHI, A
    YAMABE, S
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (06) : 2356 - 2365
  • [7] ASYMMETRIC CYCLOPROPANATION OF FUMARATES WITH METHYLENE BROMIDE CATALYZED BY COBALT OR NICKEL-COMPLEXES
    MATSUDA, H
    KANAI, H
    [J]. CHEMISTRY LETTERS, 1981, (03) : 395 - 396
  • [8] Tandem [2+1] cycloaddition-ring expansion of bicyclic Alkenes with tertiary propargylic acetates catalyzed by palladium(II)-Coordinated phosphinous acid
    Bigeault, Julie
    de Riggi, Innocenzo
    Gimbert, Yves
    Giordano, Laurent
    Buono, Gerard
    [J]. SYNLETT, 2008, (07) : 1071 - 1075
  • [9] Synthesis of cyclic sulfides by nickel complexes catalyzed electroreduction of unsaturated thioacetates and thiosulfonates
    Ozaki, S
    Matsui, E
    Saiki, T
    Yoshinaga, H
    Ohmori, H
    [J]. TETRAHEDRON LETTERS, 1998, 39 (44) : 8121 - 8124
  • [10] Nickel-catalyzed [2+2+1] cycloaddition of alkynes, acrylates and isocyanates
    Ozawa, Takuya
    Horie, Hiroaki
    Kurahashi, Takuya
    Matsubara, Seijiro
    [J]. CHEMICAL COMMUNICATIONS, 2010, 46 (42) : 8055 - 8057