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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 | ||||||||||||
| 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 | |||||||||||
| DOI | ||||||||||||
| 関連識別子 | https://doi.org/10.3987/COM-06-10966 | |||||||||||
| 関連名称 | 10.3987/COM-06-10966 | |||||||||||
| 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 | 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 | 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） | ||||||||||||
| 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/ | |||||||||||
| 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 | ||||||||||||
| URL | http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000244797600010 | |||||||||||
