Scientific Production Faculty

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. 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.



Research Product




Related articles

Cascade [1,3]-Sigmatropic Rearrangements of Ketene O,O-Acetals: Kinetic and DFT Level Mechanistic St...

Role of lipid peroxidation in biliary obstruction in the rat.

One-potsynthesis of conformationallyrestrictedspirooxindoles

Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2

Aromatic Bromination versus Oxidation of Indolylmalonates by Bromine

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

Conformationalstudies of N-carbomethoxy-2-alkoxyindolenines by dynamic NMR, crystallography, and mol...

First Total Synthesis of ()-Flustraminol B

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