A study with model compounds was made by 13C‐NMR in order to confirm the two possible sites of attack on an oxirane ring by a carboxylic acid serie. In all cases the presence of signals corresponding to normal and abnormal opening of the ring was detected. Thus, two different methods to quantify the obtained primary and secondary alcohol amounts were used. It was found that the less primary alcohol was obtained the more nucleophilic the carboxylic acid is.
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Soler et al. (1987) studied this question.
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