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The conformational analysis of saturated heterocycles. Part LXIII. Tetrahydro-1,2-oxazines 2and related acyclic hydroxylamines

1974; Royal Society of Chemistry; Issue: 13 Linguagem: Inglês

10.1039/p29740001554

2050-8239

Richard A. Jones, Alan R. Katritzky, Shahrokh Saba, Alan J. Sparrow,

Phenothiazines and Benzothiazines Synthesis and Activities

Infrared intensities show that the proton attached to nitrogen in tetrahydro-1,2-oxazine exists predominantly in the equatorial position. For an N-methyl group, the equatorial position is favoured by ca. 1·9 kcal mol–1, as deduced from electric dipole moments. The conformations of di- and tri-methylhydroxylamines are discussed.