Journal
TETRAHEDRON
Volume 59, Issue 49, Pages 9707-9712Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2003.09.018
Keywords
oxazolines; oxiranes; lithiation; configuration; stereochemistry
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The alpha-lithiation reaction of optically active oxazolinyloxiranes has been investigated. The trapping reaction with D2O, Mel 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. (C) 2003 Elsevier Ltd. All rights reserved.
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