A Convenient Method for Asymmetric Reduction of Acetophenone using Lithium Hydroxide
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Optically active lithium-alkoxide catalyzes asymmetric reduction of ketones and imines with alkoxyhydrosilane as a Lewis base. Lithium salt is generally formed by a mixture of optically active alcohol and n-butyllithium as a metal source, which is too sensitive to moisture to handle in air. However, if n-butyllithium is replaced by another lithium source which is stable in air, a more convenient reaction system results. In this study, we examined the enantioselective reduction of acetophenone using lithium hydroxide instead of n-butyllithium as the metal source. Similar reactivity of the reduction was obtained when tetrahydrofuran was the solvent. In contrast, enantioselectivites were lower than when n-butyllithium was used. These results indicate that the geometry of extracoordinated silicate as an active species is affected by the coordination of water molecules.
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- 鹿児島大学教育学部研究紀要. 自然科学編 = Bulletin of the Faculty of Education, Kagoshima University. Natural science
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鹿児島大学教育学部研究紀要. 自然科学編 = Bulletin of the Faculty of Education, Kagoshima University. Natural science 61 25-30, 2009
鹿児島大学
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詳細情報 詳細情報について
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- CRID
- 1050282813857881216
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- NII論文ID
- 120002223914
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- NII書誌ID
- AN00408518
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- ISSN
- 03896692
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- NDL書誌ID
- 10646273
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- 本文言語コード
- en
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- 資料種別
- departmental bulletin paper
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- データソース種別
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- IRDB
- NDL
- CiNii Articles