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キハラ ノブヒロ
Kihara Nobuhiro 木原 伸浩 所属 神奈川大学 理学部 理学科 神奈川大学大学院 理学研究科 理学専攻(化学領域) 職種 教授 |
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言語種別 | 英語 |
発行・発表の年月 | 2018/02 |
形態種別 | 学術雑誌 |
査読 | 査読あり |
標題 | Synthesis of α-Aminocarbonyl Compounds via Hetero DielsAlder Reaction |
執筆形態 | 共著 |
掲載誌名 | Chem. Lett. |
掲載区分 | 国内 |
出版社・発行元 | Chemical Society of Japan |
巻・号・頁 | 47(2),pp.144-147 |
著者・共著者 | Masayoshi Sakurai, Nobuhiro Kihara, Nobuhiro Watanabe, Yoshihiro Ikari, and Toshikazu Takata |
概要 | A synthetic route to α-aminoketone derivatives via the hetero Diels-Alder reaction is described. Diacylhydrazine was oxidized by tert-butyl hypochlorite in the presence of pyridine. After evaporation, the hetero Diels-Alder reaction with diene was carried out without isolation of the azodicarbonyl compound. Quantitative hetero Diels-Alder reaction was possible with 1 equivalent of diene when Hf(OTf)4 or AgOTf was used as the catalyst. The N-N bond of the product was cleaved by SmI2-reduction in the presence of tert-BuOH in THF. Further, ozonolysis of the C=C double bond afforded the α-aminoketone derivative in excellent yield. |