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(Z)-Selective enol triflation of α-alkoxyacetoaldehydes: Application to synthesis of (Z)-allylic alcohols via cross-coupling reaction and [1,2]-wittig rearrangement
https://doi.org/10.24517/00010748
https://doi.org/10.24517/00010748ddd97937-8a4b-44a1-b4f5-6f84d8f8b6ec
名前 / ファイル | ライセンス | アクション |
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SC-PR-UKAJI-Y-5696.pdf (410.8 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2017-10-03 | |||||
タイトル | ||||||
タイトル | (Z)-Selective enol triflation of α-alkoxyacetoaldehydes: Application to synthesis of (Z)-allylic alcohols via cross-coupling reaction and [1,2]-wittig rearrangement | |||||
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 | |||||
ID登録 | ||||||
ID登録 | 10.24517/00010748 | |||||
ID登録タイプ | JaLC | |||||
著者 |
Kurosawa, Fumiya
× Kurosawa, Fumiya× Nakano, Takeo× Soeta, Takahiro× Endo, Kohei× Ukaji, Yutaka |
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著者別表示 |
中野 , 武雄
× 中野 , 武雄× 添田, 貴宏× 遠藤, 恆平× 宇梶, 裕 |
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書誌情報 |
Journal of Organic Chemistry 巻 80, 号 11, p. 5696-5703, 発行日 2015-06-05 |
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ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0022-3263 | |||||
NCID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00704100 | |||||
DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.1021/acs.joc.5b00647 | |||||
出版者 | ||||||
出版者 | American Chemical Society | |||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | The stereoselective transformation of α-alkoxyacetoaldehydes to the corresponding (Z)-vinyl triflates was achieved by treatment with phenyl triflimide and DBU. The stereochemistry was explained by the "syn-effect," which was attributed primarily to an σ → π∗ interaction. The β-alkoxy vinyl triflates obtained were applied to the stereoselective synthesis of structurally diverse (Z)-allylic alcohols via transition metal-catalyzed cross-coupling reaction and [1,2]-Wittig rearrangement. © 2015 American Chemical Society. | |||||
著者版フラグ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa |