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| ファイル | 記述 | サイズ | フォーマット | |
|---|---|---|---|---|
| c9ob00045c.pdf | 5.83 MB | Adobe PDF | 見る/開く |
| タイトル: | Catalytic asymmetric aza-Michael addition of fumaric monoacids with multifunctional thiourea/boronic acids |
| 著者: | Michigami, Kenichi Murakami, Hiroki Nakamura, Takeru Hayama, Noboru Takemoto, Yoshiji    https://orcid.org/0000-0003-1375-3821 (unconfirmed) |
| 著者名の別形: | 道上, 健一 村上, 弘樹 竹本, 佳司 |
| 発行日: | 7-Mar-2019 |
| 出版者: | Royal Society of Chemistry |
| 誌名: | Organic and Biomolecular Chemistry |
| 巻: | 17 |
| 号: | 9 |
| 開始ページ: | 2331 |
| 終了ページ: | 2335 |
| 抄録: | The first chemical enantioselective synthesis of N-hydroxyaspartic acid derivatives using chiral multifunctional thiourea/boronic acid organocatalysts was developed. A series of fumaric monoacids underwent an intermolecular asymmetric aza-Michael addition of O-alkyl hydroxylamines in excellent regioselectivity. The addition of another carboxylic acid raised the enantiomeric enrichment up to 97% ee. O-Deprotection of the aza-Michael adduct provided an aspartate-derived hydroxylamine fragment applicable for KAHA (α-keto acid-hydroxylamine) ligation. |
| 著作権等: | This is the accepted manuscript of the article, which has been published in final form at https://doi.org/10.1039/C9OB00045C. The full-text file will be made open to the public on 29 January 2020 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。 This is not the published version. Please cite only the published version. |
| URI: | http://hdl.handle.net/2433/242994 |
| DOI(出版社版): | 10.1039/c9ob00045c |
| PubMed ID: | 30734817 |
| 出現コレクション: | 学術雑誌掲載論文等 |
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