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
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles
First Total Synthesis of ()-Flustraminol B
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2
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