Autor: |
Palma, A, Artelsmair, M, Guanglu, W, Barrow, SJ, Lu, X, Uddin, N, Rosta, E, Masson, E, Scherman, OA |
Přispěvatelé: |
Palma, Aniello [0000-0001-9626-4390], Scherman, Oren [0000-0001-8032-7166], Apollo - University of Cambridge Repository |
Rok vydání: |
2017 |
Předmět: |
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Popis: |
The ability to mimic the activity of natural enzymes using supramolecular constructs (artificial enzymes) is a vibrant scientific research field. Herein, we demonstrate that cucurbit[7]uril (CB[7]) can catalyse Diels–Alder reactions for a number of substituted and unreactive N-allyl-2-furfurylamines under biomimetic conditions, without the need for protecting groups, yielding powerful synthons in previously unreported mild conditions. CB[7] rearranges the substrate in a highly reactive conformation and shields it from the aqueous environment, thereby mimicking the mode of action of a natural Diels–Alderase. These findings can be directly applied to the phenomenon of product inhibition observed in natural Diels–Alderase enzymes, and pave the way toward the development of novel, supramolecular-based green catalysts. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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