Catalytic cyanosilylation of ketones using organic catalyst 1,1,3,3-tetramethylguanidine

被引:57
|
作者
Wang, LJ [1 ]
Huang, X [1 ]
Jiang, J [1 ]
Liu, XH [1 ]
Feng, XM [1 ]
机构
[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/j.tetlet.2005.12.135
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,1,3.3-Tetramethylguanidine acts as a highly effective catalyst for cyanosilylation of various ketones and aldehydes to the corresponding cyanohydrin trimethylsilyl ethers in up to 99% yield. The reaction proceeds smoothly with 0.1 mol % catalyst loading at 25 degrees C under solvent-free conditions. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1581 / 1584
页数:4
相关论文
共 50 条
  • [1] CATALYTIC EFFECTS OF 1,1,3,3-TETRAMETHYLGUANIDINE FOR ISOCYANATE REACTIONS
    GEOGHEGAN, JT
    ROTH, RW
    [J]. JOURNAL OF APPLIED POLYMER SCIENCE, 1965, 9 (03) : 1089 - +
  • [2] 1,1,3,3-TETRAMETHYLGUANIDINE - AN EFFICIENT AND SELECTIVE CATALYST FOR THE BENZOYLATION OF ALCOHOLS
    KIM, S
    CHANG, H
    [J]. BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1984, 5 (05) : 205 - 206
  • [3] 1,1,3,3-TETRAMETHYLGUANIDINE - AN EFFECTIVE CATALYST FOR THE TERT-BUTYLDIMETHYLSILYLATION OF ALCOHOLS
    KIM, S
    CHANG, H
    [J]. SYNTHETIC COMMUNICATIONS, 1984, 14 (10) : 899 - 904
  • [4] TITRATIONS OF WEAK ACIDS IN 1,1,3,3-TETRAMETHYLGUANIDINE
    CARUSO, JA
    JONES, GG
    POPOV, AI
    [J]. ANALYTICA CHIMICA ACTA, 1968, 40 (01) : 49 - &
  • [5] PROPERTIES OF 1,1,3,3-TETRAMETHYLGUANIDINE AS A NONAGUEOUS SOLVENT
    ANDERSON, ML
    HAMMER, RN
    [J]. JOURNAL OF CHEMICAL AND ENGINEERING DATA, 1967, 12 (03): : 442 - &
  • [6] 2-Acetyl-1,1,3,3-tetramethylguanidine
    Tiritiris, Loannis
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2996 - +
  • [7] Thermochemistry of 1,1,3,3-tetramethylguanidine and 1,1,3,3-tetramethylguanidinium nitrate
    Vitorino, Joana
    Agapito, Filipe
    Piedade, M. Fatima M.
    Bernardes, Carlos E. S.
    Diogo, Herminio P.
    Leal, Joao P.
    Minas da Piedade, Manuel E.
    [J]. JOURNAL OF CHEMICAL THERMODYNAMICS, 2014, 77 : 179 - 189
  • [8] Application of 1,1,3,3-tetramethylguanidine in the reaction of amino acids with pantolactone
    Wlostowski, M
    Rowicki, T
    Synoradzki, L
    [J]. TETRAHEDRON-ASYMMETRY, 2004, 15 (15) : 2333 - 2338
  • [9] Stable analogs of the uranyl ion containing 1,1,3,3-tetramethylguanidine
    Bertke, Jeffrey A.
    Bunge, Scott D.
    [J]. DALTON TRANSACTIONS, 2007, (41) : 4647 - 4649
  • [10] Immobilized 1,1,3,3-Tetramethylguanidine Ionic Liquids as the Catalyst for Synthesizing Propylene Glycol Methyl Ether
    Liang, Shuguang
    Zhou, Yinxi
    Liu, Huizhen
    Jiang, Tao
    Han, Buxing
    [J]. CATALYSIS LETTERS, 2010, 140 (1-2) : 49 - 54