Stereochemical studies — 79 synthesis and kinetic study on the retrodiene decomposition of norbornene-condensed 1,3-oxazin-4-ones |
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Authors: | Géza Stájer LászlÓ Mód Angela E. Szabó Ferenc Folöp Gábor Bernáth Pál Sohár |
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Affiliation: | Institute of Pharmaceutical Chemistry. University Medical School, Szeged. POB 121. H-6701 Szeged Hungary;EGYT Pharmacochemical Works. POB 100, H-1475 Budapest Hungary |
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Abstract: | The -- amino acid with norbornene skeleton was converted into 2-aryvl---1,3-oxazin-4-ones -. These compounds, similarly to the isomers - studied by us earlier, undergo retrodiene decomposition under mild conditions to give 2-aryl-6-l,3-oxazin-6-ones (-) in 50-60% yield. The ratio of the decomposition rate constants of the tricyclic and -1,3-oxazin-4-ones, measured in toluene solution, is about 2. |
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