Abstract

A relationship was found between the γ-effect values in 13C NMR spectra and the solution conformation of the title compounds. Base-catalyzed equilibration of anancomeric 2-phosphoryl and 2-thiophosphoryl substituted 5-t-butyl-1,3-dithianes showed that axial preference increases in the order: Ph 2P(S)<Ph 2P(O)<(MeO) 2P(O). Explanation of this phenomenon is proposed, based also on the results of molecular mechanics calculations.

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