Abstract

The resolution of racemic bis(1-hydroxyphenylmethyl)phosphinic acid with enantiopure 1-phenylethylamines via diastereomeric salt formation was investigated. X-ray crystallographic analysis of the salt clearly revealed that ( S)-1-phenylethylamine was an efficient resolving agent for obtaining the single enantiomer ( R, R)-bis(1-hydroxyphenylmethyl)phosphinic acid. Resolving racemic bis(1-hydroxyphenylmethyl)phosphinic acid with ( R)-2-phenylethylamine gave access to ( S, S)-bis(1-hydroxyphenylmethyl)phosphinic acid in good yield.

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