Producción Científica Profesorado

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.



Producto de Investigación




Artículos relacionados

Transesterifications mediated by t-BuNH2

Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2

13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters

Trapping enols of esters and lactones with diazomethane

Role of lipid peroxidation in biliary obstruction in the rat

Aromatic Bromination versus Oxidation of Indolylmalonates by Bromine

Firsttotalsyntheses of dihydroflustramine C and flustramine E, alkaloids from the marine bryozoan Fl...

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii

Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling

Synthesis of ?4:?2-Exocyclic-Diene Iridium(I) Complexes Derived from 1,3-Oxazolidin-2-ones and Their...