Regio- and stereoselective decarbonylative carbostannylation of alkynes catalyzed by Pd/C

被引:27
|
作者
Nakao, Y
Satoh, J
Shirakawa, E
Hiyama, T [1 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
[2] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Kyoto 6158510, Japan
关键词
C-C coupling; metalation; palladium; tin;
D O I
10.1002/anie.200504283
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Out with the CO: The highly regio- and stereoselective aryl-, alkenyl-, and alkyl-stannylation of alkynes was achieved by the decarbonylative carbostannylation of propargyl 2-furoates in the presence of Pd/C. Various functionalized alkenylstannanes were obtained that contain nucleophilic alkenylstannane and electrophilic allyl furoate moieties, which can be transformed by coupling reactions. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2271 / 2274
页数:4
相关论文
共 50 条
  • [21] Copper(I)-Catalyzed Highly Regio- and Stereoselective Hydrosilylation of Terminal Alkynes with Boryldisiloxane
    Zhou, Hui
    Wang, Yan-Bo
    CHEMCATCHEM, 2014, 6 (09) : 2512 - 2516
  • [22] Regio- and Stereoselective Reductive Coupling of Alkynes and Crotononitrile
    Cui, Kun
    Li, Yan-Lin
    Li, Gongqiang
    Xia, Ji-Bao
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (50) : 23001 - 23009
  • [23] Recent Advances in Cobalt-Catalyzed Regio- or Stereoselective Hydrofunctionalization of Alkenes and Alkynes
    Li, Yan
    Lu, Xi
    Fu, Yao
    CCS CHEMISTRY, 2024, 6 (05): : 1130 - 1156
  • [24] Palladium-Catalyzed Regio- and Stereoselective Carbothiolation of Terminal Alkynes with Azolyl Sulfides
    Iwasaki, Masayuki
    Topolovcan, Nikola
    Hu, Hao
    Nishimura, Yugo
    Gagnot, Glwadys
    Nakorn, Rungsaeng Na
    Yuvacharaskul, Ramida
    Nakajima, Kiyohiko
    Nishihara, Yasushi
    ORGANIC LETTERS, 2016, 18 (07) : 1642 - 1645
  • [25] Organolanthanide catalyzed regio- and stereoselective dimerization of terminal alkynes and polymerization of aromatic diynes
    Nishiura, M
    Hou, ZM
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 213 (01) : 101 - 106
  • [26] Copper-Catalyzed Regio- and Stereoselective lodocyanation and Dicyanation of Alkynes with Cyanogen Iodide
    Sakata, Naoki
    Sasakura, Kohei
    Matsushita, Gaku
    Okamoto, Kazuhiro
    Ohe, Kouichi
    ORGANIC LETTERS, 2017, 19 (13) : 3422 - 3425
  • [27] Lanthanum Ate Amide-Catalyzed Regio- and Stereoselective Hydrosilylation of Internal Alkynes
    Xu, Xiaoming
    Gao, Ailin
    Chen, Wufeng
    Xu, Xiufang
    Li, Jianfeng
    Cui, Chunming
    ACS CATALYSIS, 2023, 13 (06) : 3743 - 3748
  • [28] ReI-Catalyzed highly regio- and stereoselective C-H addition to terminal and internal alkynes
    Chang, Yu-Che
    Prakash, Sekar
    Cheng, Chien-Hong
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (04): : 432 - 436
  • [29] Ruthenium(II)-Catalyzed Regio- and Stereoselective Hydroarylation of Alkynes via Directed C-H Functionalization
    Hashimoto, Yuto
    Hirano, Koji
    Satoh, Tetsuya
    Kakiuchi, Fumitoshi
    Miura, Masahiro
    ORGANIC LETTERS, 2012, 14 (08) : 2058 - 2061
  • [30] Novel regio- and stereoselective dimerization of terminal alkynes catalyzed by rare-earth silylamide
    Komeyama, K
    Takehira, K
    Takaki, K
    SYNTHESIS-STUTTGART, 2004, (07): : 1062 - 1066