Lewis acid-catalyzed trans-carbosilylation of alkynes with propargyl- and allenyltrimethylsilanes

被引:15
|
作者
Yoshikawa, E [1 ]
Kasahara, M [1 ]
Asao, N [1 ]
Yamamoto, Y [1 ]
机构
[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
关键词
Lewis acid; alkynes; carbosilylation; propargylsilanes;
D O I
10.1016/S0040-4039(00)00650-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lewis acid-catalyzed trans-carbosilylation of alkynes with propargyl- and allenyltrimethylsilanes produces the corresponding silylated 1,4-enynes and vinylallenes regio- and stereoselectively. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4499 / 4502
页数:4
相关论文
共 50 条
  • [1] Lewis acid-catalyzed trans-carbosilylation of simple alkynes
    Asao, N
    Yoshikawa, E
    Yamamoto, Y
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (15): : 4874 - 4875
  • [2] Lewis acid-catalyzed trans-hydrosilylation of alkynes
    Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-77, Japan
    J. Org. Chem., 22 (7654-7655):
  • [3] Lewis acid-catalyzed trans-hydrosilylation of alkynes
    Asao, N
    Sudo, T
    Yamamoto, Y
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (22): : 7654 - 7655
  • [4] Lewis acid catalyzed stereoselective carbosilylation.: Intramolecular trans-vinylsilylation and trans-arylsilylation of unactivated alkynes
    Asao, N
    Shimada, T
    Shimada, T
    Yamamoto, Y
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (44) : 10899 - 10902
  • [5] Lewis acid-catalyzed stereoselective intramolecular trans-vinylsilylation of unactivated alkynes
    Asao, N
    Shimada, T
    Yamamoto, Y
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (15) : 3797 - 3798
  • [6] Lewis acid-catalyzed hydrometalation and carbometalation of unactivated alkynes
    Asao, N
    Yamamoto, Y
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2000, 73 (05) : 1071 - 1087
  • [7] Nickel/Lewis Acid-Catalyzed Cyanoesterification and Cyanocarbamoylation of Alkynes
    Hirata, Yasuhiro
    Yada, Akira
    Morita, Eiji
    Nakao, Yoshiaki
    Hiyama, Tamejiro
    Ohashi, Masato
    Ogoshi, Sensuke
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (29) : 10070 - 10077
  • [8] Lewis acid-catalyzed trans-hydrosilylation of alkynes (vol 61, pg 7654, 1996)
    Asao, N
    Sudo, T
    Yamamoto, Y
    JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (16): : 5656 - 5656
  • [9] Recent advances in the synthesis of N-heterocycles via Lewis acid-catalyzed/mediated cyclization of propargyl- and homopropargyl-amines and their derivatives
    Behera, Bipin Kumar
    Ghosh, Priya
    Saikia, Anil K.
    TETRAHEDRON, 2024, 162
  • [10] Synthesis of various silacycles via the Lewis acid-catalyzed intramolecular trans-hydrosilylation of unactivated alkynes
    Sudo, T
    Asao, N
    Yamamoto, Y
    JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (26): : 8919 - 8923