This study highlights the great importance of even small perturbations in molecular geometry for the definition of chiroptical properties, and therefore for the stereochemical characterization, of chiral drugs. A thorough DFT conformational analysis and TD-DFT calculations were needed for a reliable assessment of the absolute configuration of a (3R)-3-hydroxy-4-thienyl-β-lactam derivative, for which semi-empirical β-lactam sector rules failed to predict the correct stereochemistry. [Chirality 2012, 24, 741]
Non-trivial chiroptical responses (I). Conformational sensitivity: A case study on (3R)-3-hydroxy-4-aryl-β-lactams
Daniele Tedesco;Carlo Bertucci
2014
Abstract
This study highlights the great importance of even small perturbations in molecular geometry for the definition of chiroptical properties, and therefore for the stereochemical characterization, of chiral drugs. A thorough DFT conformational analysis and TD-DFT calculations were needed for a reliable assessment of the absolute configuration of a (3R)-3-hydroxy-4-thienyl-β-lactam derivative, for which semi-empirical β-lactam sector rules failed to predict the correct stereochemistry. [Chirality 2012, 24, 741]File in questo prodotto:
Eventuali allegati, non sono esposti
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
