Autor: |
Bhuma N, Lebedel L, Yamashita H, Yutaka S, Zahra A, Arda A, Desire J, Michelet B, Martin-Mignot A, Abou-Hassan A, Takumi M, Marrot J, Jimenez-Barbero J, Nagaki A, Bleriot Y, Thibaudeau S |
Jazyk: |
angličtina |
Rok vydání: |
2020 |
Předmět: |
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Popis: |
The transformation of glycals into 2,3-unsaturated glycosyl derivatives, reported by Ferrier in 1962, is supposed toinvolve an α,β unsaturated glycosyl cation, an elusive ionic species that has still to be observed experimentally. Herein, its extended lifetime in superacidsolutions allowed its characterization by NMR-based structural analysis, supported by DFT calculations. This ionic species was further exploited in the Ferrier rearrangement to afford unsaturated nitrogen-containingC-aryl glycosides andC-alkyl glycosides under superacid and flow conditions respectively. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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