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Article Dans Une Revue Chemical Communications Année : 2020

Evidence and exploitation of dicationic ammonium–nitrilium superelectrophiles: direct synthesis of unsaturated piperidinones

Résumé

Exploiting superacid activation, the reactivity of aminonitriles was enhanced through the transient formation of highly reactive ammonium–nitrilium superelectrophiles. Demonstrated by using in situ low-temperature NMR experiments and confirmed by X-ray diffraction analysis, these dications can be intramolecularly trapped by non-activated alkenes to generate unsaturated piperidinones, including enantioenriched ones, in a straightforward way.

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Chimie organique
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hal-04537571 , version 1 (16-04-2024)

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Thomas Cantin, Yvonne Morgenstern, Agnès Mingot, Andreas Kornath, Sébastien Thibaudeau. Evidence and exploitation of dicationic ammonium–nitrilium superelectrophiles: direct synthesis of unsaturated piperidinones. Chemical Communications, 2020, 56 (75), pp.11110-11113. ⟨10.1039/d0cc02910f⟩. ⟨hal-04537571⟩
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