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Room-Temperature, Acid-Catalyzed [2+2] Cycloadditions: Suppression of Side Reactions by using a Flow Microreactor System

Authors

  • Kei Kurahashi,

    1. Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan), Fax: (+81) 75-753-4604
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  • Prof. Yoshiji Takemoto,

    1. Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan), Fax: (+81) 75-753-4604
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  • Prof. Kiyosei Takasu

    Corresponding author
    1. Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan), Fax: (+81) 75-753-4604
    • Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan), Fax: (+81) 75-753-4604
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Abstract

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Added value: The [2+2] cycloaddition of silyl enol ethers with α,β-unsaturated esters, catalyzed by the superstrong acid triflic imide (Tf2NH), at room temperature in a flow microreactor system is reported. The micororeactor method achieves the [2+2] cycloaddition of unstable silyl enol ethers and acrylates, which is unsuccessful in batch reactors, even at room temperature.

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