Gallium Trihalide Catalyzed Sequential Addition of Two Different Carbon Nucleophiles to Esters by Using Silyl Cyanide and Ketene Silyl Acetals |
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Authors: | Dr. Yoshihiro Inamoto Yuta Kaga Dr. Yoshihiro Nishimoto Prof. Dr. Makoto Yasuda Prof. Dr. Akio Baba |
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Affiliation: | Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2‐1 Yamadaoka, Suita, Osaka 565‐0871 (Japan) |
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Abstract: | A sequential addition of silyl cyanide and ketene silyl acetals to esters was achieved by a gallium trihalide catalyst to produce β‐cyano‐β‐siloxy esters. This is the first example of the sequential addition of two different carbon nucleophiles to esters. The employment of lactones provided α,α‐disubstituted cyclic ethers with a cyano group and an ester moiety. A variety of esters and lactones are applicable to this reaction system. |
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Keywords: | esters gallium lactones silicon synthetic methods |
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