One-pot preparation of piperazines by regioselective ring-opening of non-activated arylaziridines |
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Authors: | Trinchera Piera Musio Biagia Degennaro Leonardo Moliterni Anna Falcicchio Aurelia Luisi Renzo |
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Institution: | Dipartimento Farmaco-Chimico, Università degli Studi di Bari Aldo Moro, Consorzio C.I.N.M.P.I.S., Via E. Orabona 4, I-70125 Bari, Italy. |
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Abstract: | Herein we report a new straightforward synthesis of cis and trans 2,5-disubstituted N,N-dialkylpiperazines, even in enantioenriched form, by reacting non-activated N-alkyl arylaziridines in the presence of a catalytic amount of a Lewis acid. A stereochemical and NMR investigation revealed useful mechanistic insights for this process. |
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