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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 | ||||||
言語 | en | |||||
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 | ||||||
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 |
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 | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0300922X | |||||
書誌レコードID(NCID) | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00695134 | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 | |||||
DOI | ||||||
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. | |||||
フォーマット | ||||||
内容記述タイプ | Other | |||||
内容記述 | application/pdf |