Asymmetric synthesis catalyzed by chiral ferrocenylphosphine-transition metal complexes. I. Preparation of chiral ferrocenylphosphines.
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- Hayashi Tamio
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
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- Mise Takaya
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
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- Fukushima Motoo
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
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- Kagotani Masahiro
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
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- Nagashima Nobuo
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
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- Hamada Yuji
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
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- Matsumoto Akira
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
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- Kawakami Sota
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
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- Konishi Mitsuo
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
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- Yamamoto Keiji
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
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- Kumada Makoto
- Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University
抄録
As chiral ligands for transition metal complex catalyzed asymmetric reactions, various kinds of chiral ferrocenylphosphines, which have planar chirality due to 1,2-unsymmetrically substituted ferrocene structure and also have a functional group on the side chain of the ferrocene nucleus, were prepared. (S)-N,N-dimethyl-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethylamine [(S)-(R)-PPFA], (S)-N,N-dimethyl-1-[(R)-1′,2-bis(diphenylphosphino)ferrocenyl]ethylamine [(S)-(R)-BPPFA], and their dimethylphosphino derivatives were prepared by way of lithiation of optically resolved N,N-dimethyl-1-ferrocenylethylamine. The 1-(dimethylamino)ethyl group on the ferrocenylphosphines was converted stereospecifically by nucleophilic substitution reactions into 1-methoxy-, 1-hydroxy-, 1-diphenylphosphino-, and several 1-(dialkylamino)ethyl groups. 1-Diphenylphosphino-2-(dimethylaminomethyl)ferrocene (FcPN) was optically resolved via its phosphine sulfide dibenzoyltartaric acid salt. The relationship between CD spectra of the chrial ferrocenylphosphines and the configuration of their planar chirality is discussed.
収録刊行物
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 53 (4), 1138-1151, 1980
公益社団法人 日本化学会
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キーワード
詳細情報 詳細情報について
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- CRID
- 1390001204122673792
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- NII論文ID
- 130001988099
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- ISSN
- 13480634
- 00092673
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- Crossref
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可
