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j.tet.2021.132381.pdf | 539.77 kB | Adobe PDF | 見る/開く |
タイトル: | Catalytic asymmetric cycloetherification via intramolecular oxy-Michael addition of enols |
著者: | Murata, Ryuichi Asano, Keisuke Matsubara, Seijiro https://orcid.org/0000-0001-8484-4574 (unconfirmed) |
著者名の別形: | 村田, 竜一 浅野, 圭佑 松原, 誠二郎 |
キーワード: | Asymmetric cycloetherification Bifunctional organocatalyst Squaramide Enol Dihydropyran |
発行日: | 24-Sep-2021 |
出版者: | Elsevier BV |
誌名: | Tetrahedron |
巻: | 97 |
論文番号: | 132381 |
抄録: | Carbonyl compounds employed as carbon nucleophiles have played a dominant role in synthetic organic chemistry; however, there is very limited use of these compounds as oxygen nucleophiles. In particular, there are only a few reports on the oxy-Michael addition of the enol forms of carbonyl nucleophiles. In this study, we present the asymmetric cycloetherification of enols, which are generated in situ from enone-bearing ketones, using chiral bifunctional organocatalysts bearing amino and squaramide groups. This transformation chemo-and enantioselectively afforded dihydropyran derivatives, which are the core structures of building blocks for synthesizing glycans. |
著作権等: | © 2021. This manuscript version is made available under the CC-BY-NC-ND 4.0 license https://creativecommons.org/licenses/by-nc-nd/4.0/ The full-text file will be made open to the public on 24 September 2023 in accordance with publisher's 'Terms and Conditions for Self-Archiving' This is not the published version. Please cite only the published version. 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。 |
URI: | http://hdl.handle.net/2433/274003 |
DOI(出版社版): | 10.1016/j.tet.2021.132381 |
出現コレクション: | 学術雑誌掲載論文等 |
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