Abstract

AbstractA combined 13C and 1H NMR study on borate esters of a series of polyhydroxycarboxylates is presented. 13C substituent effects upon borate ester formation, as obtained from a set of model compounds, established that borate esters of the threo‐3,4‐diol functions of gluconate, glucarate, idarate and probably also of gulonate are preferred. The conformations of the free polyhydroxycarboxylates and the corresponding borate esters were determined using vicinal proton coupling constants. Both in 1H and 13C NMR spectra, peak doubling, due to diastereomerism in borate diesters, is observed.

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