Abstract: | The 220 MHz 1H NMR spectra of 6-hydroxy-7-methyl-6-phenyladamantane-2,4-dione, 6-hydroxy-5,7-dimethyl-6-phenyladamantane-2,4-dione, and 6-hydroxy-7,9-dimethyl-6-phenyladamantane-2,4-dione have been determined and complete proton assignments carried out with the aid of multiple irradiation. The stereochemistry of the C-6 and C-9 chiral centres have been determined and some of the factors affecting the magnitude of the geminal, vicinal and W coupling constants are discussed. |