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Lipase-catalyzed domino Michael-aldol reaction of 2-methyl-1,3-cycloalkanedione and methyl vinyl ketone for the synthesis of bicyclic compounds
http://hdl.handle.net/10258/00008594
http://hdl.handle.net/10258/00008594370189c7-a49b-42f1-a7d0-8ad07053fc91
名前 / ファイル | ライセンス | アクション |
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syc46_1_46.pdf (441.1 kB)
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Item type | 学術雑誌論文 / Journal Article.(1) | |||||||||||||||||||||||
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公開日 | 2016-03-08 | |||||||||||||||||||||||
タイトル | ||||||||||||||||||||||||
言語 | en | |||||||||||||||||||||||
タイトル | Lipase-catalyzed domino Michael-aldol reaction of 2-methyl-1,3-cycloalkanedione and methyl vinyl ketone for the synthesis of bicyclic compounds | |||||||||||||||||||||||
言語 | ||||||||||||||||||||||||
言語 | eng | |||||||||||||||||||||||
キーワード | ||||||||||||||||||||||||
言語 | en | |||||||||||||||||||||||
主題Scheme | Other | |||||||||||||||||||||||
主題 | Bicyclic compound | |||||||||||||||||||||||
キーワード | ||||||||||||||||||||||||
言語 | en | |||||||||||||||||||||||
主題Scheme | Other | |||||||||||||||||||||||
主題 | biocatalyst | |||||||||||||||||||||||
キーワード | ||||||||||||||||||||||||
言語 | en | |||||||||||||||||||||||
主題Scheme | Other | |||||||||||||||||||||||
主題 | domino reaction | |||||||||||||||||||||||
キーワード | ||||||||||||||||||||||||
言語 | en | |||||||||||||||||||||||
主題Scheme | Other | |||||||||||||||||||||||
主題 | lipase | |||||||||||||||||||||||
キーワード | ||||||||||||||||||||||||
言語 | en | |||||||||||||||||||||||
主題Scheme | Other | |||||||||||||||||||||||
主題 | Michael-aldol reaction | |||||||||||||||||||||||
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 | |||||||||||||||||||||||
アクセス権 | ||||||||||||||||||||||||
アクセス権 | open access | |||||||||||||||||||||||
アクセス権URI | http://purl.org/coar/access_right/c_abf2 | |||||||||||||||||||||||
著者 |
佐野, 薫
× 佐野, 薫× 小針, 良仁× 中野, 博人
WEKO
59463
× 関, 千草
WEKO
43177
× 竹下, 光弘× 常盤, 峻士× 廣瀬, 芳彦× 上井, 幸司
WEKO
911
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室蘭工業大学研究者データベースへのリンク | ||||||||||||||||||||||||
中野 博人(NAKANO Hiroto) | ||||||||||||||||||||||||
http://rdsoran.muroran-it.ac.jp/html/100000161_ja.html | ||||||||||||||||||||||||
室蘭工業大学研究者データベースへのリンク | ||||||||||||||||||||||||
関 千草(SEKI Chigusa) | ||||||||||||||||||||||||
http://rdsoran.muroran-it.ac.jp/html/100000264_ja.html | ||||||||||||||||||||||||
室蘭工業大学研究者データベースへのリンク | ||||||||||||||||||||||||
上井 幸司(UWAI Koji) | ||||||||||||||||||||||||
http://rdsoran.muroran-it.ac.jp/html/100000240_ja.html | ||||||||||||||||||||||||
抄録 | ||||||||||||||||||||||||
内容記述タイプ | Abstract | |||||||||||||||||||||||
内容記述 | Synthesis of bicyclic compounds was achieved via a lipase-catalyzed, stereoselective, domino Michael–aldol reaction of 2-methyl-1,3-cycloalkanedione and methyl vinyl ketone. Appropriate reaction conditions, including the type of enzyme, solvent, and temperature, were determined. In addition, the effects of solvent polarity and addtives were investigated. The reaction proceeded in the presence of lipase AS in a solution of 20% acetone in dimethylsulfoxide (DMSO) at 10 °C for 8 days, followed by the addition of p-toluenesulfonic acid (TsOH) to afford bicyclic compounds in 51–83% yields with moderate stereoselectivity. Although this domino Michael–aldol reaction showed only moderate stereoselectivity, even with the acid-supported enhancement of the reaction, these results represent potential new applications for lipase. | |||||||||||||||||||||||
言語 | en | |||||||||||||||||||||||
書誌情報 |
en : Synthetic Communications 巻 46, 号 1, p. 46-54, 発行日 2016 |
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出版者 | ||||||||||||||||||||||||
言語 | en | |||||||||||||||||||||||
出版者 | Taylor & Francis | |||||||||||||||||||||||
出版者版へのリンク | ||||||||||||||||||||||||
10.1080/00397911.2015.1116584 | ||||||||||||||||||||||||
https://doi.org/10.1080/00397911.2015.1116584 | ||||||||||||||||||||||||
DOI | ||||||||||||||||||||||||
関連タイプ | isVersionOf | |||||||||||||||||||||||
識別子タイプ | DOI | |||||||||||||||||||||||
関連識別子 | 10.1080/00397911.2015.1116584 | |||||||||||||||||||||||
日本十進分類法 | ||||||||||||||||||||||||
主題Scheme | NDC | |||||||||||||||||||||||
主題 | 437 | |||||||||||||||||||||||
ISSN | ||||||||||||||||||||||||
収録物識別子タイプ | PISSN | |||||||||||||||||||||||
収録物識別子 | 0039-7911 | |||||||||||||||||||||||
ISSN | ||||||||||||||||||||||||
収録物識別子タイプ | EISSN | |||||||||||||||||||||||
収録物識別子 | 1532-2432 | |||||||||||||||||||||||
書誌レコードID | ||||||||||||||||||||||||
収録物識別子タイプ | NCID | |||||||||||||||||||||||
収録物識別子 | AA00440494 | |||||||||||||||||||||||
書誌レコードID | ||||||||||||||||||||||||
収録物識別子タイプ | NCID | |||||||||||||||||||||||
収録物識別子 | AA1213915X | |||||||||||||||||||||||
権利 | ||||||||||||||||||||||||
言語 | en | |||||||||||||||||||||||
権利情報 | This is an Accepted Manuscript of an article published by Taylor & Francis in Synthetic Communications on 2016, available online: http://wwww.tandfonline.com/10.1080/00397911.2015.1116584. | |||||||||||||||||||||||
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 | |||||||||||||||||||||||
フォーマット | ||||||||||||||||||||||||
内容記述タイプ | Other | |||||||||||||||||||||||
内容記述 | application/pdf |