Absolute configuration assignment of oxindole derivatives by vibrational circular dichroism exciton coupling.
Suárez Castillo, Oscar Rodolfo
2016
Claudia I. Bautista-Hernández, Reyna E. Cordero-Rivera, Erick A. Zúñiga-Estrada, Nayely Trejo-Carbajal, Myriam Meléndez-Rodríguez, Oscar R. Suárez-Castillo, Maricruz Sánchez-Zavala, Martha S. Morales-Ríos, Pedro Joseph-Nathan. Absolute configuration assignment of oxindole derivatives by vibrational circular dichroism exciton coupling. Tetrahedron: Asymmetry, 2016, 27, 623-638. http://dx.doi.org/10.1016/j.tetasy.2016.06.004
Abstract
A convenient and reliable approach for the absolute configuration assignment of oxindole derivatives 2a?m by vibrational circular dichroism (VCD) measurements and evaluation of the VCD bisignated couplet resulting from the interaction of the C2 and C9 carbonyl groups is presented. The absolute configuration assignments were further tested by 1H NMR measurements and by X-ray diffraction analysis.
Artículos relacionados
Synthesis of Acetamido(indol-3-yl)propanol Derivatives
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters
One-potsynthesis of conformationallyrestrictedspirooxindoles
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles