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.
Related articles
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles
Synthesis of Indolylindolines Mediated by tert-BuNH2
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2
First Total Synthesis of ()-Flustraminol B
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase
The absoluteconfiguration of cuauhtemone and related compounds