Abstract

N.M.R. and dipole moment data indicate that the molecules of 5-nitro-tetra-hydro-1,3-oxazines substituted with alkyls at the C5 and nitrogen atoms exist in the chair conformation with the axial nitro group. The position of the alkyl at the nitrogen atom varies: Me and Et are axial, while t-Bu and cyclohexyl are equatorial. Substitution of the hydrogen atom for an alkyl at the C5 results in rapid ring inversion at room temperature.

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