Item type |
学術雑誌論文 / Journal Article(1) |
公開日 |
2007-04-05 |
タイトル |
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タイトル |
Lewis Acid-Catalyzed Michael Addition Reactions of N-Boc-2-silyloxypyrroles to 3-Acryloyl-2-oxazolidinone |
言語 |
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言語 |
eng |
DOI |
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関連識別子 |
https://doi.org/10.3987/COM-06-10966 |
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関連名称 |
10.3987/COM-06-10966 |
資源タイプ |
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資源 |
http://purl.org/coar/resource_type/c_6501 |
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タイプ |
journal article |
著者 |
Suga, H
Takemoto, H
Kakehi, A
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信州大学研究者総覧へのリンク |
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氏名 |
Suga, H |
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URL |
http://soar-rd.shinshu-u.ac.jp/profile/ja.HmShyVfp.html |
出版者 |
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出版者 |
The Japan Institute of Heterocyclic Chemistry |
引用 |
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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 |
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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) |
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内容記述 |
Article |
ISSN |
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収録物識別子タイプ |
ISSN |
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収録物識別子 |
0385-5414 |
書誌レコードID |
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収録物識別子タイプ |
NCID |
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収録物識別子 |
AA00663739 |
他の資源との関係:URI |
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関連識別子 |
http://www.heterocycles.jp/ |
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関連名称 |
http://www.heterocycles.jp/ |
権利 |
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権利情報 |
Copyright© 2007 The Japan Institute of Heterocyclic Chemistry |
出版タイプ |
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出版タイプ |
VoR |
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出版タイプResource |
http://purl.org/coar/version/c_970fb48d4fbd8a85 |
WoS |
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URL |
http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000244797600010 |