Abstract

An efficient method for the resolution of 1,2:4,5-di- O-isopropylidene- myo-inositol has been developed. The diketal was converted to diastereomeric 3,6-di- O-mandelates by the reaction with ( S)- O-acetylmandeloyl chloride. Both the diastereomers could be separated by sequential crystallization in multi-gram quantities. The enantiomers of the diol were obtained by removal of the chiral auxiliaries. Also the trans-isopropylidene was cleaved efficiently to obtain another pair of chiral diols.

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