Reaction of stereoisomeric bis(cyclohexyl)-2,2′-diones with hydrogen peroxide: structure of the formed adducts

Autor: Khrustalev, V. N., Lindeman, S. V., Struchkov, Yu. T., Starostin, E. K., Ignatenko, A. V., Nikishin, G. I.
Zdroj: Russian Chemical Bulletin; May 1995, Vol. 44 Issue: 5 p907-912, 6p
Abstrakt: The reaction ofmeso- andD,L-forms of bis(cyclohexyl)-2,2'-dione with a methanol solution of hydrogen peroxide in a neutral medium has been studied. It has been established that in the case of theD,L-formrac-(1R,4R,9S,10S)-1,4-dihydroxy-2,3-dioxatricyclo-[8.4.0.04,9] tetradecane is formed, while themeso-form affordsrac-(1R,4R,9S,10R)-1-methoxy-4-hydroxy-2, 3-dioxatricyclo[8.4.0.04,9]tetradecane. The structures of the compounds have been established by X-ray structural analysis and by1H and13C NMR spectroscopy.
Databáze: Supplemental Index