Enantioselective Aza-Friedel–Crafts Reaction of Indoles with Ketimines Catalyzed by Chiral Potassium Binaphthyldisulfonates
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- Manabu Hatano
- Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan
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- Takuya Mochizuki
- Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan
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- Keisuke Nishikawa
- Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan
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- Kazuaki Ishihara
- Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan
書誌事項
- 公開日
- 2017-12-08
- 資源種別
- journal article
- DOI
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- 10.1021/acscatal.7b03708
- 公開者
- American Chemical Society (ACS)
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説明
The enantioselective aza-Friedel–Crafts reaction of indoles with low-reactive ketimines has been developed in the presence of a chiral monopotassium binaphthyldisulfonate as a strong Bronsted acid catalyst. A broad substrate scope was achieved, and the corresponding 3-indolylmethanamines with a chiral quaternary carbon center were obtained in high yields with high enantioselectivities. The addition of a catalytic amount of acetic acid considerably promoted the reaction, and a gram-scale reaction could be achieved with reduced catalyst loading.
収録刊行物
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- ACS Catalysis
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ACS Catalysis 8 (1), 349-353, 2017-12-08
American Chemical Society (ACS)
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詳細情報 詳細情報について
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- CRID
- 1360004233149236224
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- ISSN
- 21555435
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- 資料種別
- journal article
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- データソース種別
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- Crossref
- KAKEN
- OpenAIRE