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Stereospecific beta-lithiation of oxazolinyloxiranes: synthesis of alpha,beta-epoxy-gamma-butyrolactones
Authors:Capriati Vito  Degennaro Leonardo  Favia Raffaele  Florio Saverio  Luisi Renzo
Institution:Istituto di Chimica dei Composti OrganoMetallici-ICCOM, Dipartimento Farmaco-Chimico, Università di Bari, Via E.Orabona 4, I-70125 Bari, Italy.
Abstract:reaction: see text]. Stereospecific beta-lithiation of beta-aryl-substituted oxazolinyloxiranes is described. The trapping reaction of such reactive intermediates with carbonyl compounds gave alpha,beta-epoxy-gamma-butyrolactones after deblocking of the oxazoline moiety. This methodology has been also extended to the synthesis of optically active alpha,beta-epoxy-gamma-butyrolactones.
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