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Selective synthesis of fluorinated carbohydrates using N,N-diethyl-α,α-difluoro-(m-methylbenzyl)amine
| Title: | Selective synthesis of fluorinated carbohydrates using N,N-diethyl-α,α-difluoro-(m-methylbenzyl)amine |
| Authors: | Kobayashi, Shingo Browse this author | | Yoneda, Atushi Browse this author | | Fukuhara, Tsuyoshi Browse this author | | Hara, Shoji4 Browse this author →KAKEN DB |
| Authors(alt): | 原, 正治4 |
| Keywords: | Carbohydrates | | Halogenation | | Microwave heating |
| Issue Date: | 2-Feb-2004 |
| Publisher: | Elsevier |
| Journal Title: | Tetrahedron Letters |
| Volume: | 45 |
| Issue: | 6 |
| Start Page: | 1287 |
| End Page: | 1289 |
| Publisher DOI: | 10.1016/j.tetlet.2003.11.121 |
| Abstract: | Deoxyfluorination of a hydroxy group in rbohydrates was carried out using N,N-diethyl-α,α-difluoro-(m-methylbenzyl)amine. A primary hydroxy group in carbohydrates was effectively converted to the corresponding fluoride under micro-wave irradiation or at 100°C. Deoxyfluorination of hydroxy groups at the anomeric position proceeded at below room temperature, and glycosyl fluorides could be obtained in good yields. The reaction chemoselectively proceeded, and various protecting groups of carbohydrates can survive under the reaction conditions. |
| Relation: | http://www.sciencedirect.com/science/journal/00404039 |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/576 |
| Appears in Collections: | 工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 原 正治
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