Absolute configuration assignment of oxindole derivatives by vibrational circular dichroism exciton coupling.
Sánchez Zavala, Maricruz
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
Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
Cleavage of alkoxycarbonylprotectinggroups from carbamates by t-BuNH2
DFT and NMR parameterized conformation of valeranone
First Total Synthesis of ()-Flustraminol B
Mechanisticstudies of the photochemicalrearrangement of 1-oxolongipin-2-ene derivatives