WEKO3
インデックスリンク
アイテム
Copper‐Catalyzed Aqueous N−O Bond Cleavage of 2‐Oxa‐3‐Azabicyclo Compounds to Cyclic cis ‐1,4‐Amino Alcohols
https://gifu-pu.repo.nii.ac.jp/records/14237
https://gifu-pu.repo.nii.ac.jp/records/142370221eb00-9a0c-4a02-ab11-bf8414f72ad0
| Item type | 研究室原著論文(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2021-03-03 | |||||
| タイトル | ||||||
| タイトル | Copper‐Catalyzed Aqueous N−O Bond Cleavage of 2‐Oxa‐3‐Azabicyclo Compounds to Cyclic cis ‐1,4‐Amino Alcohols | |||||
| 言語 | en | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| 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 | metadata only access | |||||
| アクセス権URI | http://purl.org/coar/access_right/c_14cb | |||||
| 抄録 | ||||||
| 値 | The N−O bond cleavage of 2‐oxa‐3‐azabicyclo substrates, which are readily prepared by the hetero Diels‐Alder reaction between nitroso dienophiles and cyclic 1,3‐dienes, was effectively catalyzed by heterogeneous copper‐on‐carbon (Cu/C) under aqueous conditions to give the corresponding cyclic cis‐1,4‐amino alcohol derivatives. The present method was applied to the direct incorporation of the hydroxy and amino groups derived from a nitroso substrate into cyclic 1,3‐dienes with cis‐selectivity by the combination of the in situ formation of 2‐oxa‐3‐azabicyclo compounds and following Cu/C‐catalyzed N−O bond cleavage. The obtained cis‐4‐aminocyclohexenols, derived from cyclohexadiene as a cyclic 1,3‐diene, could be selectively oxidized by using the ruthenium‐on‐carbon (Ru/C) catalyst under oxygen atmosphere to the corresponding 4‐aminocyclohexenones at 50–65 °C or para‐iminoquinones at 100–110 °C as useful reactive synthetic precursors. | |||||
| 書誌情報 |
en : ChemSusChem 巻 13, 号 21, p. 5632-5637, 発行日 2020-08-21 |
|||||
| DOI | ||||||
| 値 | 10.1002/cssc.202001739 | |||||
