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Lewis Acid-Catalyzed Michael Addition Reactions of N-Boc-2-silyloxypyrroles to 3-Acryloyl-2-oxazolidinone
http://hdl.handle.net/10091/142
http://hdl.handle.net/10091/14267a7235e-d872-4145-86cb-a7c1bbf4649e
名前 / ファイル | ライセンス | アクション |
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HC710203610405.pdf (260.1 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2007-04-05 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Lewis Acid-Catalyzed Michael Addition Reactions of N-Boc-2-silyloxypyrroles to 3-Acryloyl-2-oxazolidinone | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源 | http://purl.org/coar/resource_type/c_6501 | |||||
タイプ | journal article | |||||
著者 |
Suga, H
× Suga, H× Takemoto, H× Kakehi, A |
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信州大学研究者総覧へのリンク | ||||||
氏名 | Suga, H | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.HmShyVfp.html | |||||
出版者 | ||||||
出版者 | The Japan Institute of Heterocyclic Chemistry | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | Heterocycles. 71(2): 361-371 (2007) | |||||
書誌情報 |
Heterocycles 巻 71, 号 2, p. 361-371, 発行日 2007-01 |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Among several Lewis acids examined, Sc(OTf)(3) (10 mol%) was found to be the most effective catalyst to promote a Michael addition reaction of N-Boc-2-(tert-butyldimethylsilyloxy)pyrrole to 3-acryloyl-2-oxazolidinone. A slow addition of the 2-silyloxypyrrole in the presence of 1,1,1,3,3,3-hexafluoro-2-propanol (5 equiv.) at -25 degrees C were needed to obtain good yield (77 - 80%). The asymmetric version of the reaction could be performed with good enantioselectivity (up to 82% ee) by using the chiral Sc(III) catalyst (10 mol%), which was prepared from 2,6-bis[(4S)-4-isopropyl-2-oxazolin-2-yl]pyridine and Sc(OTf)(3), in reasonable yield (60 - 70%). | |||||
資源タイプ(コンテンツの種類) | ||||||
内容記述タイプ | Other | |||||
内容記述 | Article | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0385-5414 | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00663739 | |||||
他の資源との関係:URI | ||||||
識別子タイプ | URI | |||||
関連識別子 | http://www.heterocycles.jp/ | |||||
関連名称 | http://www.heterocycles.jp/ | |||||
DOI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.3987/COM-06-10966 | |||||
関連名称 | 10.3987/COM-06-10966 | |||||
権利 | ||||||
権利情報 | Copyright© 2007 The Japan Institute of Heterocyclic Chemistry | |||||
出版タイプ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 | |||||
WoS | ||||||
表示名 | Web of Science | |||||
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