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Diastereoselective synthesis of 2-oxiranyl and 2-aziridinyl thiazoles
Authors:Fabio BonaLuisella De Vitis  Saverio FlorioLudovico Ronzini  Luigino Troisi
Affiliation:a Dipartimento di Scienze e Tecnologie Biologiche ed Ambientali, University of Lecce, Via Prov.le Lecce-Monteroni, 73100 Lecce, Italy
b Dipartimento Farmaco-Chimico, CNR ‘Istituto di Chimica dei Composti Organometallici—I.C.C.O.M.’, University of Bari, Via E. Orabona 4, 70125 Bari, Italy
Abstract:2-Chloroalkylthiazolyllithiums, prepared by deprotonating the 2-chloroalkylthiazoles with n-BuLi at −78°C in THF, add to ketones or imines affording in ‘one-pot’ oxiranes and aziridines in a Z stereoselective manner.
Keywords:thiazolylalkyloxiranes   thiazolylalkylaziridines   carbanion   nucleophilic addition
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