書誌事項
- タイトル別名
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- Development of Innovative Hydrogen-Bond-Donor Catalysts Based on Heterocyclic Scaffolds and Their Applications to Asymmetric Reactions
- フクソカン コッカク オ キバン ト スル シンキ スイソ ケツゴウ キョウヨガタ ユウキ ブンシ ショクバイ ノ カイハツ ト フセイ ハンノウ エ ノ オウヨウ
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説明
We have designed and synthesized novel bifunctional hydrogen-bond (HB) donor catalysts bearing a benzothiadiazine or a quinazoline scaffold, whose HB-donating activity as well as recognition modes of the substrates were found to be significantly different from thiourea-typed organocatalysts by comparison of their 1H NMR studies, X-ray crystallographic analyses, spectrophotometric analyses, and computational investigations. We found that quinazoline-typed catalysts were effective for the highly enantioselective hydrazination of 1,3-dicarbonyl compounds and that benzothiadiazine-type catalysts showed great activity for the asymmetric isomerization of alkynoates to allenoates. In both cases, these newly developed catalysts were much more efficient than thiourea-typed organocatalysts, indicating that the HB-donating moiety of the catalysts was important for the recognition and activation of the substrates to facilitate the reaction.
収録刊行物
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- 有機合成化学協会誌
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有機合成化学協会誌 71 (5), 491-502, 2013
公益社団法人 有機合成化学協会
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詳細情報 詳細情報について
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- CRID
- 1390282680318310144
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- NII論文ID
- 10031171540
- 130003373297
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- NII書誌ID
- AN0024521X
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- COI
- 1:CAS:528:DC%2BC3sXosVOrtrc%3D
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 024663988
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- 本文言語コード
- ja
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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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- JaLC
- NDLサーチ
- Crossref
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- KAKEN
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- 抄録ライセンスフラグ
- 使用不可
