New synthesis of optically active 5-isoxazolidinones and beta-amino acids.
A new simple and stereoselective synthesis of 5-isoxazolidinones based on the reaction of lithiated 2-isopropyl-2-oxazolines with nitrones is described. A chiral version of such a methodology allows the preparation of highly enantioenriched 5-isoxazolidinones which are useful precursors for the synthesis of beta-amino acids
Luisi
Renzo
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Dipartimento Farmaco-Chimico, Università degli Studi di Bari, Via E. Orabona 4, I-70126 Bari, Italy.
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D000596:Amino Acids / Q000138:chemical synthesis*; D006571:Heterocyclic Compounds / Q000737:chemistry; D008956:Models, Chemical; D009589:Nitrogen Oxides / Q000737:chemistry; D023303:Oxazolidinones / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000737:chemistry; D013237:Stereoisomerism
D000596:Amino Acids; D006571:Heterocyclic Compounds; D009589:Nitrogen Oxides; D023303:Oxazolidinones; D013141:Spiro Compounds; C015388:nitrones