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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...
The exciton coupled CD method has been applied to determine the absolute configuration of the diepoxins, spiroketal-linked naphthodiepoxydecalinones of fungal origin. The CD spectra of the bis-dimethylaminobenzoate derivatives of the diepoxins η, ι and κ, reveal a positive chiral twist between the two substituted hydroxyl groups and thus infer theS configuration at both of these stereogenic centers...
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