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 Bromoindole Alkaloids from Laurencia brongniartii
Aromatic Bromination versus Oxidation of Indolylmalonates by Bromine
First Total Synthesis of ()-Flustraminol B
Trapping enols of esters and lactones with diazomethane
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
One-potsynthesis of conformationallyrestrictedspirooxindoles