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Copper-Catalyzed Asymmetric Sulfonylative Desymmetrization of Glycerol
http://hdl.handle.net/10069/00041945
http://hdl.handle.net/10069/00041945e4df27b1-760b-48dd-ae36-2132db8c6c60
名前 / ファイル | ライセンス | アクション |
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M27_9025.pdf (1.6 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2023-01-05 | |||||
タイトル | ||||||
タイトル | Copper-Catalyzed Asymmetric Sulfonylative Desymmetrization of Glycerol | |||||
言語 | ||||||
言語 | eng | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | copper catalysis | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | asymmetric reaction | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | desymmetrization | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | glycerol | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者 |
Yamamoto, Kosuke
× Yamamoto, Kosuke× Miyamoto, Keisuke× Ueno, Mizuki× Takemoto, Yuki× Kuriyama, Masami× Onomura, Osamu |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Glycerol is the main side product in the biodiesel manufacturing process, and the development of glycerol valorization methods would indirectly contribute the sustainable biodiesel production and decarbonization. Transformation of glycerol to optically active C3 units would be one of the attractive routes for glycerol valorization. We herein present the asymmetric sulfonylative desymmetrization of glycerol by using a CuCN/(R,R)-PhBOX catalyst system to provide an optically active monosulfonylated glycerol in high efficiency. A high degree of enantioselectivity was achieved with a commercially available chiral ligand and an inexpensive carbonate base. The optically active monosulfonylated glycerol was successfully transformed into a C3 unit attached with differentially protected three hydroxy moieties. In addition, the synthetic utility of the present reaction was also demonstrated by the transformation of the monosulfonylated glycerol into an optically active synthetic ceramide, sphingolipid E. | |||||
書誌情報 |
Molecules 巻 27, 号 24, p. 9025, 発行日 2022-12-18 |
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出版者 | ||||||
出版者 | MDPI | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1420-3049 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.3390/molecules27249025 | |||||
権利 | ||||||
権利情報 | © 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | Molecules, 27(24), art. no. 9025; 2022 |