Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives
Suárez Castillo, Oscar Rodolfo
2009
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
Abstract
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.
Artículos relacionados
Role of lipid peroxidation in biliary obstruction in the rat
The absoluteconfiguration of cuauhtemone and related compounds
One-potsynthesis of conformationallyrestrictedspirooxindoles
Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives
Transesterifications mediated by t-BuNH2
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2