Stereospecific beta-lithiation of oxazolinyloxiranes: synthesis of alpha,beta-epoxy-gamma-butyrolactones |
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Authors: | Capriati Vito Degennaro Leonardo Favia Raffaele Florio Saverio Luisi Renzo |
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Institution: | Istituto di Chimica dei Composti OrganoMetallici-ICCOM, Dipartimento Farmaco-Chimico, Università di Bari, Via E.Orabona 4, I-70125 Bari, Italy. |
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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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