Abstract
A simple, rapid and highly effective protocol for assigning the absolute configuration of various chiral α-hydroxy acids and their derivatives has been established by involving the coupling of 2-formylphenylboronic acid with (R)-[1,1-binaphthalene]-2,2-diamine, and 2-formylphenylboronic acid with (S)-[1,1-binaphthalene]-2,2-diamine as chiral derivatizing agents. The absence of aliphatic peaks from the derivatizing agent together with the large chemical shift separation between the discriminated diastereomer peaks, with a systematic change in the direction of the displacement of peaks for an enantiomer in a particular diastereomer complex, allows the unambiguous assignment of absolute configuration.
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