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Selective mono-acylation of 1,2-and 1,3-diols using (α,α-difluoroalkyl)amines
| Title: | Selective mono-acylation of 1,2-and 1,3-diols using (α,α-difluoroalkyl)amines |
| Authors: | Wakita, Natsumi Browse this author | | Hara, Shoji Browse this author →KAKEN DB |
| Keywords: | N,N-Diethyl-α,α-difluorobenzylamine | | Mono-benzoylation | | Diols | | Cyclic amide acetal |
| Issue Date: | 2-Oct-2010 |
| Publisher: | Elsevier |
| Journal Title: | Tetrahedron |
| Volume: | 66 |
| Issue: | 40 |
| Start Page: | 7939 |
| End Page: | 7945 |
| Publisher DOI: | 10.1016/j.tet.2010.08.029 |
| Abstract: | In the reaction of N,N-diethyl-α,α-difluorobenzylamine (DFBA) with 1,2- or 1,3-diols, selective mono-benzoylation occurs to afford mono-esters of the diols in good yield. The reaction is completed under mild conditions in a short reaction time. Further, prim-, sec-, and tert-diols and catechol can be converted to the corresponding mono-benzoates. DFBA is used for the protection of the hydroxy group in sugars. The selective mono-nicotinylation, formylation and pivaloylation of diols are also performed by using the corresponding difluoroalkylamines. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/44125 |
| 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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