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Branched-chain Sugars. XII. The Stereoselectivities in the Reaction of Methyl 4,6-O-Benzylidene-α- and -β-D-hexopyranosid-3-uloses with Diazomethane
http://hdl.handle.net/10487/8169
http://hdl.handle.net/10487/81692a91ee9e-4618-4c7d-8381-e936a4185222
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
佐藤・化学-008.pdf (4.5 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. XII. The Stereoselectivities in the Reaction of Methyl 4,6-O-Benzylidene-α- and -β-D-hexopyranosid-3-uloses with Diazomethane | |||||
| 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 |
佐藤, 憲一
× 佐藤, 憲一× Sato, Ken-ichi× 吉村, 寿次× Yoshimura, Juji |
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| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | The stereoselectivities in the diazomethane reaction of methyl 4,6-O-benzylidene-2-O-methyl-α-D-ribo-hexopyranosid-3-ulose (2), its 2-epimer (3), β-anomer of 2 and the corresponding 2-O-Benzoyl derivative were examined, in comparison with those in the Grignard reaction and sodium borohydride reduction. The complemental stereoselectivity of diazomethane reaction in the case of 2 and 3 indicated that the electrostatic attractive effect in the transition state between diazomethyl cation and the axial methoxyl oxygen at the α-position to carbonyl function in 3 is much stronger than that at β-position which is predominat in the case of 2. In cases of β-anomers having no axial oxygen, stereoselectivies were preferentially controlled by the usual steric factors. | |||||
| 書誌情報 |
Bulletin of the Chemical Society of Japan 巻 51, 号 7, p. 2116-2121, 発行日 1978-07 |
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| ISSN | ||||||
| 収録物識別子タイプ | ISSN | |||||
| 収録物識別子 | 0009-2673 | |||||
| 書誌レコードID | ||||||
| 収録物識別子タイプ | NCID | |||||
| 収録物識別子 | AA00580132 | |||||
| DOI | ||||||
| 関連タイプ | isIdenticalTo | |||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | 10.1246/bcsj.51.2116 | |||||
| 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 | |||||
