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
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
First Total Synthesis of ()-Flustraminol B
Synthesis of Acetamido(indol-3-yl)propanol Derivatives
Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor
Role of lipid peroxidation in biliary obstruction in the rat
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2