Abstract

The 1H NMR spectra of a number of alkyl-substituted 1,3-oxathiolanes were recorded and analysed. The NMR data were employed to predict the configurations and most probable conformations of the 1,3-oxathiolane ring and also to estimate the conformational free energy values of the pseudoaxial substituents in the different positions. Some of the compounds studied were epimeric and able to equilibrate. The energy parameters obtained from chemical shifts and vicinal coupling constants were found to be in excellent agreement with the results derived from equilibration experiments.

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