Design of Tailor-Made Conformationally Flexible Chiral Supramolecular Catalysts Beyond Enzymes
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- Hatano Manabu
- Graduate School of Engineering, Nagoya University
Bibliographic Information
- Other Title
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- 酵素を凌駕するテーラーメイド型配座柔軟性キラル超分子触媒の精密設計
- コウソ オ リョウガ スル テーラーメイドガタハイザジュウナンセイ キラル チョウブンシ ショクバイ ノ セイミツ セッケイ
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Abstract
To surpass enzymes, the potential of supramolecular catalysts to realize anomalous stereoselectivity in organic synthesis is highly attractive. However, to date, there have been a few examples of non-polymeric and non-covalent chiral supramolecular catalysts that induce both practical yield and excellent stereoselectivity. To establish high catalytic activity with anomalous stereoselectivity, in principle, an artificial cage should be conformationally flexible, like an active pocket in an enzyme with an induced-fit function. In this article, we focus on the anomalous endo/exo-selective enantioselective Diels-Alder reaction, and show the development of the successive catalysts including our recent highly active, conformationally flexible, and chiral supramolecular catalysts. The evolution from ‘ready-made’ single-molecule catalysts to ‘tailor-made’ supramolecular catalysts could offer not only high enantioselectivity but also high anomalous endo/exo-selectivity due to substrate-specific characteristics, as with enzymes.
Journal
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- Journal of Synthetic Organic Chemistry, Japan
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Journal of Synthetic Organic Chemistry, Japan 70 (12), 1242-1254, 2012
The Society of Synthetic Organic Chemistry, Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390001205341022848
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- NII Article ID
- 10031137475
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- NII Book ID
- AN0024521X
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- COI
- 1:CAS:528:DC%2BC38XhvVOitbvN
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- ISSN
- 18836526
- 00379980
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- NDL BIB ID
- 024148404
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- Text Lang
- ja
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
- KAKEN
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- Abstract License Flag
- Disallowed