Suárez-Castillo Oscar R., Meléndez-Rodríguez Myriam, Castelán-Duarte Luis Enrique, Sánchez-Zavala Maricruz, Rivera-Becerril Ernesto, Morales-Ríos Martha S., Joseph-Nathan Pedro. Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives, Tetrahedron:Asymmetry 20, 23742389 (2009). ISSN 0957-4166. doi:10.1016/j.tetasy.2009.09.017
We describe a reliable method for determining the absolute configuration of 2-(2-oxo-3-indolyl)acetamides based on analysis of the 1H NMR spectra of their phenylethylamide diastereomers. The conformational preferences for two diastereomeric amides were calculated by DFT, which matched well with the experimental results. X-ray diffraction analysis allowed us to validate the method.