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Branched-chain Sugars. VIII. On the Configuration of Branched-chain Sugars from Methyl 3-O-Benzoyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose
http://hdl.handle.net/10487/8166
http://hdl.handle.net/10487/8166fecfe6d0-e02f-4626-99a6-1a2fb78dbebe
名前 / ファイル | ライセンス | アクション |
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佐藤・化学-005.pdf (3.0 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2011-01-28 | |||||
タイトル | ||||||
タイトル | Branched-chain Sugars. VIII. On the Configuration of Branched-chain Sugars from Methyl 3-O-Benzoyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose | |||||
言語 | ||||||
言語 | eng | |||||
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 |
吉村, 寿次
× 吉村, 寿次× Yoshimura, Juji× Mikami, Kazutoshi× 佐藤, 憲一× Sato, Ken-ichi× 辛, 重基× Shin, Chung-gi |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Stereoselectivities in the Grignard, diazomethane and nitromethane reaction of methyl 3-O-benzoyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose (1) were examined. In contrast to the Grignard reaction of 1 using methylmagnesium iodide to give a single 2-C-methyl derivative (4), the diazomethane reaction followed by reduction afforded another epimer (6). The nitromethan condensation product (10) of 1 was converted into the corresponding 2-C-acetaminomethyl derivative (13). The NMR spectrum of 2-O-acetate of 4 and comparison of the optical rotations of 4, 6, 10 and 13 in cupraramonium solution indicated that 4 and others have D-gluco-and D-manno-configuration, respectively. Discussions were made on the stereoselectivties of these reactions. | |||||
書誌情報 |
Bulletin of the Chemical Society of Japan 巻 49, 号 6, p. 1686-1689, 発行日 1976-06 |
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ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0009-2673 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.1246/bcsj.49.1686 | |||||
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 | |||||
出版者 | ||||||
出版者 | 日本化学会 | |||||
資源タイプ | ||||||
内容記述タイプ | Other | |||||
内容記述 | Article |