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Copper-Catalyzed Trifluoromethylation of Allylsilanes

Authors

  • Ryo Shimizu,

    1. RIKEN Advanced Science Institute, 2-1 Hirosawa, Wako-shi, Saitama 351-0198 (Japan)
    2. Graduate School of Science and Engineering, Saitama University, 255 Shimo-okubo, Sakura-ku, Saitama 338-8570 (Japan)
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  • Dr. Hiromichi Egami,

    1. RIKEN Advanced Science Institute, 2-1 Hirosawa, Wako-shi, Saitama 351-0198 (Japan)
    2. Sodeoka Live Cell Chemistry Project, ERATO, JST, 2-1 Hirosawa, Wako-shi, Saitama 351-0198 (Japan)
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  • Dr. Yoshitaka Hamashima,

    1. RIKEN Advanced Science Institute, 2-1 Hirosawa, Wako-shi, Saitama 351-0198 (Japan)
    2. School of Pharmaceutical Science, University of Shizuoka, 52-1 Yoda, Suruga-ku, Shizuoka 422-8526 (Japan)
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  • Prof. Dr. Mikiko Sodeoka

    Corresponding author
    1. RIKEN Advanced Science Institute, 2-1 Hirosawa, Wako-shi, Saitama 351-0198 (Japan)
    2. Graduate School of Science and Engineering, Saitama University, 255 Shimo-okubo, Sakura-ku, Saitama 338-8570 (Japan)
    3. Sodeoka Live Cell Chemistry Project, ERATO, JST, 2-1 Hirosawa, Wako-shi, Saitama 351-0198 (Japan)
    • RIKEN Advanced Science Institute, 2-1 Hirosawa, Wako-shi, Saitama 351-0198 (Japan)
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  • This work was supported in part by a Grant-in-aid for Young Scientists (B) from MEXT (23750116) and by Project Funding for Basic Science from RIKEN.

Abstract

original image

CF3 an Cmath image: Die Trifluormethylierung von Allylsilanen gelingt mit CuI und dem Togni-Reagens 1 unter milden Bedingungen. Nicht in 2-Stellung substituierte Allylsilane ergaben Vinylsilane, während in 2-Stellung substituierte Allylsilane desilylierte Produkte lieferten. Die Produkte dieser Umsetzungen konnten anschließend für weitere Reaktionen verwendet werden.

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