BROMONITRILE OXIDE [3+2] CYCLOADDITIONS IN WATER

被引:43
|
作者
ROHLOFF, JC
ROBINSON, J
GARDNER, JO
机构
[1] Institute for Organic Chemistry, Syntex Research, Palo Alto
关键词
ACIVICIN; TRANSGLUTAMINASE; CYSTEINE; 4,5-DIHYDROISOXAZOLE; DIBROMOFORMALDOXIME;
D O I
10.1016/S0040-4039(00)79827-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bromonitrite oxide can be generated homogeneously in water at acidic pH, allowing efficient [3 + 2] cycloaddition with water soluble olefins and acetylenes. Allylammonium salts react with high regioselectivity and without the need for N-group protection.
引用
收藏
页码:3113 / 3116
页数:4
相关论文
共 50 条
  • [31] HETEROCYCLIC ACCEPTORS IN DIASTEREOSELECTIVE PALLADIUM MEDIATED [3+2] CYCLOADDITIONS
    TROST, BM
    KING, SA
    NANNINGA, TN
    CHEMISTRY LETTERS, 1987, (01) : 15 - 18
  • [32] Enantioselective photocatalytic [3+2] cycloadditions of aryl cyclopropyl ketones
    Amador, Adrian
    Sherbrook, Evan
    Yoon, Tehshik
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [33] PALLADIUM(O)-CATALYZED [3+2]-CYCLOADDITIONS OF DIPHENYLMETHYLENECYCLOPROPANES TO ALKENES
    BINGER, P
    BENTZ, P
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (08): : 622 - 623
  • [34] Microwave-assisted [3+2] cycloadditions of azomethine ylides
    Bashiardes, G
    Safir, I
    Mohamed, AS
    Barbot, F
    Laduranty, J
    ORGANIC LETTERS, 2003, 5 (25) : 4915 - 4918
  • [35] Theoretical study of the mechanisms of palladation of methylenecyclopropane and [3+2] cycloadditions
    Suzuki, T
    Fujimoto, H
    INORGANIC CHEMISTRY, 2000, 39 (06) : 1113 - 1119
  • [36] Enantioselective palladium-catalyzed trimethylenemethane [3+2] cycloadditions
    Le Marquand, Paul
    Tam, William
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (16) : 2926 - 2928
  • [37] Metal-catalyzed [3+2] cycloadditions of azomethine imines
    Uroš Grošelj
    Jurij Svete
    Hamad H. Al Mamari
    Franc Požgan
    Bogdan Štefane
    Chemistry of Heterocyclic Compounds, 2018, 54 : 214 - 240
  • [38] [3+2] Cycloadditions of ynamides to synthesize functionalized pyrazoles and triazoles
    You, Lingfeng
    Hsung, Richard P.
    Zhang, Xuejun
    Li, Hongyan
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233
  • [39] Metal-catalyzed [3+2] cycloadditions of azomethine imines
    Groselj, Uros
    Svete, Jurij
    Al Mamari, Hamad H.
    Pozgan, Franc
    Stefane, Bogdan
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2018, 54 (03) : 214 - 240
  • [40] Double [3+2] cycloadditions for diastereoselective synthesis of spirooxindole pyrrolizidines
    Zhang, Xiaofeng
    Ma, Xiaoming
    Qiu, Weiqi
    Awad, JohnMark
    Zhang, Wei
    GREEN PROCESSING AND SYNTHESIS, 2022, 11 (01) : 1128 - 1135