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Title
| - A CD Exciton Chirality Method forDetermination of the AbsoluteConfiguration ofthreo-β-Aryl-β-hydroxy-α-amino AcidDerivatives
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Abstract
| - The absolute configuration of threo-β-aryl-β-hydroxy-α-amino acids was studied by CD exciton chiralitymethod using 7-diethylaminocoumarin-3-carboxylate as ared-shifted chromophore. Bischromophoric derivatives for aseries of threo-β-aryl-β-hydroxy-α-amino acids (3a−h) wereprepared and their CD spectra measured in CH2Cl2. Bycombining the data of CD and NMR coupling constants, weare able to correlate their preferred conformer (B) and thepositive CD to the corresponding (2S,3R)-absolute configuration. These results are consistent with those obtained fromserine and threonine derivatives, which represent thesimplest form of β-hydroxy-α-amino acids. This CD methodcould thus become a general method for determining theabsolute configuration of threo-β-aryl-β-hydroxy-α-aminoacids.
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