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One-pot preparation of piperazines by regioselective ring-opening of non-activated arylaziridines
Authors:Trinchera Piera  Musio Biagia  Degennaro Leonardo  Moliterni Anna  Falcicchio Aurelia  Luisi Renzo
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.
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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