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[reaction: see text] A stereoselective synthesis of 9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decanes has been developed on the basis of the addition of beta-lithiated oxazolinyloxiranes to nitrones. Conversion of these spirocyclic derivatives into 4,5-epoxy-1,2-oxazin-6-ones and successively into alpha,beta-epoxy-gamma-amino acids, alpha-hydroxy-gamma-amino acids, and gamma-butyrolactams is described.

Stereoselective Synthesis of Novel 4,5-Epoxy-1,2-oxazin-6-ones and α,β-Epoxy-γ-amino Acids from β-Lithiated Oxazolinyloxiranes and Nitrones