99892-62-3Relevant academic research and scientific papers
BASENINDUZIERTE UMLAGERUNGEN VON 3,9 DIOXATRICYCLO2,4>NONAN-7-ONEN ZU m-HYDROXYPHENYLCARBONYL-VERBINDUNGEN
Foehlisch, Baldur,Herrscher, Otto
, p. 1979 - 1984 (1985)
8-Oxabicyclooct-6-en-3-ones (5), easily available by cycloaddition, were epoxidised at the C=C double bond.The 3,9-dioxatricyclo2,4>nonan-7-ones (6) thus obtained are rearranged on treatment with sodium ethoxide in ethanol to form 3-hydroxybenzaldehydes (8a-d) and 3-hydroxy-2,4,5-trimethylacetophenone (8e) in good yields.As intermediates of these rearrangements, 8-hydroxy-6-oxatricyclo2,7>octan-3-ones are postulated; the trimethyl derivative 7g and the 6-carba-derivatives 4a,b could be isolated.
