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Catalytic enantio- and diastereo-selective addition of diethylzinc to racemic α-thio- and α-seleno-aldehydes: Asymmetric synthesis of optically active vicinal thio- and seleno-alcohols
https://nitech.repo.nii.ac.jp/records/4192
https://nitech.repo.nii.ac.jp/records/419234c51baa-fbf6-4d42-8bc7-8e9ad0f1ebd6
| 名前 / ファイル | ライセンス | アクション |
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本文_fulltext (442.4 kB)
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J. CHEM. SOC. PERKIN TRANS. 1 1993, 2193-2196 - Reproduced by permission of The Royal Society of Chemistry (RSC)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||||||||||||
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| 公開日 | 2012-11-06 | |||||||||||||||
| タイトル | ||||||||||||||||
| タイトル | Catalytic enantio- and diastereo-selective addition of diethylzinc to racemic α-thio- and α-seleno-aldehydes: Asymmetric synthesis of optically active vicinal thio- and seleno-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 | |||||||||||||||
| 著者 |
Watanabe, Makoto
× Watanabe, Makoto
× Komota, Mineo
× Nishimura, Masamichi
× Araki, Shuki
× Butsugan, Yasuo
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| 著者別名 | ||||||||||||||||
| 姓名 | 荒木, 修喜 | |||||||||||||||
| 書誌情報 |
en : Journal of the Chemical Society. Perkin transactions 1 巻 1993, 号 18, p. 2193-2196, 発行日 1993-01-01 |
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| 出版者 | ||||||||||||||||
| 出版者 | Royal Society of Chemistry | |||||||||||||||
| 言語 | en | |||||||||||||||
| ISSN | ||||||||||||||||
| 収録物識別子タイプ | ISSN | |||||||||||||||
| 収録物識別子 | 0300-922X | |||||||||||||||
| item_10001_source_id_32 | ||||||||||||||||
| 収録物識別子タイプ | NCID | |||||||||||||||
| 収録物識別子 | AA00695134 | |||||||||||||||
| 出版タイプ | ||||||||||||||||
| 出版タイプ | VoR | |||||||||||||||
| 出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 | |||||||||||||||
| item_10001_relation_34 | ||||||||||||||||
| 関連タイプ | isIdenticalTo | |||||||||||||||
| 識別子タイプ | DOI | |||||||||||||||
| 関連識別子 | http://dx.doi.org/10.1039/P19930002193 | |||||||||||||||
| 関連名称 | 10.1039/P19930002193 | |||||||||||||||
| 内容記述 | ||||||||||||||||
| 内容記述タイプ | Other | |||||||||||||||
| 内容記述 | Chiral 1,2-disubstituted ferrocenyl amino alcohols 2 and 3[(-)- and (+)-DFPE] catalysed enantioand diastereo-selective addition of diethylzinc reagent to racemic α-thio- and α-seleno-aldehydes 1 to afford optically active vicinal thio- and seleno-alcohols 4-7. In the presence of (R,S)-catalyst 2, the R-enantiomer of 1 selectively reacted with diethylzinc to afford vicinal (3S,4R)-thio- and selenoalcohols 4 with high diastereoselectivity. On the other hand, ethylation of the S-enantiomer of 1 proceeded with low selectivity and low yields. Similarly, the (S,R)-catalyst 3[(+)-DFPE] catalysed ethylation of racemic α-thioaldehydes 1 to afford vicinal (3R,4S)-thioalcohols 6 with high stereoselectivity. The recovered unchanged aldehydes 1 were completely racemized after work-up. | |||||||||||||||
| 言語 | en | |||||||||||||||
