Tetrahedron: asymmetry

Circular dichroism studies on absolute configuration assignment of peptidomimetics with a terminal chiral 3-arylpropionic acid unit

J Frelek, A Fryszkowska, M Kwit, R Ostaszewski

Index: Frelek, Jadwiga; Fryszkowska, Anna; Kwit, Marcin; Ostaszewski, Ryszard Tetrahedron Asymmetry, 2006 , vol. 17, # 17 p. 2469 - 2478

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Citation Number: 10

Abstract

The relationship between the molecular structure of peptidomimetics 1 and their chiroptical properties has been studied using circular dichroism spectroscopy. It was demonstrated that the sign of the Cotton effects occurring around 230 and 270nm enables the direct assignment of stereochemistry at C-1 and C-3 carbon atoms. The TD-DFT calculations of the circular dichroism (CD) spectrum of one of the model compounds confirm the absolute ...