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<Review>Asymmetric Diels-Alder Reactions Using Chiral α, β-Unsaturated Sulfoxides as Efficient Dienophiles
https://gifu-pu.repo.nii.ac.jp/records/10131
https://gifu-pu.repo.nii.ac.jp/records/10131f064b541-c597-4d86-a40e-60bd0516d4a4
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
KJ00000073153.pdf (776.1 kB)
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| Item type | 紀要論文(ELS) / Departmental Bulletin Paper(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 1995-06-30 | |||||
| タイトル | ||||||
| タイトル | <Review>Asymmetric Diels-Alder Reactions Using Chiral α, β-Unsaturated Sulfoxides as Efficient Dienophiles | |||||
| 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 | departmental bulletin paper | |||||
| ページ属性 | ||||||
| 内容記述タイプ | Other | |||||
| 内容記述 | P(論文) | |||||
| 著者名(英) |
ARAI, YOSHITSUGU
× ARAI, YOSHITSUGU |
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| 著者所属(日) | ||||||
| 値 | 岐阜薬科大学 | |||||
| 著者所属(英) | ||||||
| 言語 | en | |||||
| 値 | Laboratory of Pharmaceutical Synthetic Chemistry, Gifu Pharmaceutical University | |||||
| 抄録(英) | ||||||
| 内容記述タイプ | Other | |||||
| 内容記述 | This review reports on our recent studies on asymmetric Diels-Alder reactions of chiral α, β-unsaturated sulfoxides. For the preparation of these sulfoxides as Diels-Alder dienophiles, the Andersen method as well as a novel route by diastereoselective oxidation of 2-exo-hydroxy-10-bornyl vinyl sulfides with 3-chloroperoxybenzoic acid is presented. The latter methodology has been successfully applied to synthesis of two types of novel sulfoxides bearing labile fuctionality, I.e., α-sulfinylmaleate and α -sulfinylmaleimide derivatives. These sulfinyl dienophiles effect Diels-Alder reactions with a high degree of diastereoselectivity. Especially, the chiral α-sulfinylmaleimides readily react with Diels-Alder dienes of rather low reactivity, to give the corresponding cycloadducts under conventional conditions. Also described are applications of these asymmetric Diels-Alder reactions to natural product synthesis. | |||||
| 雑誌書誌ID | ||||||
| 収録物識別子タイプ | NCID | |||||
| 収録物識別子 | AN00053514 | |||||
| 書誌情報 |
岐阜藥科大學紀要 en : The annual proceedings of Gifu College of Pharmacy 巻 44, p. 1-17, 発行日 1995-06-30 |
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