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A general, chemical/chiroptical approach based on the CD exciton chirality method has been developed to determine the absolute configuration of α-hydroxy acids. This approach consists of amidation of the carboxyl group with ethanolamine followed by derivatization with the hydrophobic 10,15,20-triphenylporphyrinyl-5-benzoyl chromophore to form π,π-bisporphyrin derivatives which undergo intramolecular stacking. The sign of the observed bisignate couplet resulting from this stacking (in methylcyclohexane) is dictated by the preferred lower energy conformer and reflects the absolute configuration of the stereogenic center.
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Rickman et al. (1998) studied this question.
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