CD-spectroscopic investigations for the determination of the absolute configuration of alpha-alkylated 1,4-cyclohexanedione derivatives

摘要

The absolute configuration of the conformationally flexible six membered ring system 2-methyl- and 2,6-dimethyl-1,4-cyclohexanedione monoethylene acetal was determined by comparison of measured and calculated CD spectra. The rotational strengths were calculated by means of the CNDO/S-method assuming R at the stereogenic center. The results were compared with the predictions made by the octant rule. The enantiomerically pure material was synthesized via the corresponding SAMP- and RAMP-hydrazones. [References: 13]