Direct Synthesis of 1,4‐Diols from Alkenes by Iron‐Catalyzed Aerobic Hydration and CH Hydroxylation |
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| Authors: | Takuma Hashimoto Daisuke Hirose Dr. Tsuyoshi Taniguchi |
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| Affiliation: | 1. School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kakuma‐machi, Kanazawa 920‐1192 (Japan);2. Graduate School of Natural Science and Technology, Kanazawa University, Kakuma‐machi, Kanazawa 920‐1192 (Japan) |
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| Abstract: | Various 1,4‐diols are easily accessible from alkenes through iron‐catalyzed aerobic hydration. The reaction system consists of a user‐friendly iron phthalocyanine complex, sodium borohydride, and molecular oxygen. Furthermore, the effect of additional ligands on the iron complex was examined for a model reaction. The second hydroxy group is installed by direct C(sp3)? H oxygenation, which is based on a [1,5] hydrogen shift process of a transient alkoxy radical that is formed by formal hydration of the olefin. |
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| Keywords: | C H oxygenation iron catalysis oxygen radical reactions synthetic methods |
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