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Lithiation of optically active oxazolinyloxiranes: configurational stability
Authors:Renzo LuisiVito Capriati  Claudia CarlucciLeonardo Degennaro  Saverio Florio
Institution:Dipartimento Farmaco-Chimico, Istituto di Chimica dei Composti OrganoMetallici “ICCOM”, Università di Bari, Via E.Orabona 4, I-70126, Bari C.N.R., Sezione di Bari, Italy
Abstract:The α-lithiation reaction of optically active oxazolinyloxiranes has been investigated. The trapping reaction with D2O, MeI and acetone affording substituted oxazolinyloxiranes proved that the corresponding lithiated species are configurationally unstable. A stereoconvergency was observed in the case of lithiation-deuteration sequence of two oxazolinyloxiranes.
Keywords:oxazolines  oxiranes  lithiation  configuration  stereochemistry
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