A highly efficient resolution of (±)-1-octyn-3-ol through recrytallization of the diastereomeric esters has been achieved by using N-(p-toluenesulfonyl)-(S)-phenylalanyl chloride as resolving reagent. The method provides a facile and economical entry to (S)-1-octyn-3-ol, a valuable building block for the synthesis of arachidonic acid metabolites.
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Hashimoto et al. (1991) studied this question.
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