Scientific Production Faculty

Absolute configuration assignment of oxindole derivatives by vibrational circular dichroism exciton coupling.



Meléndez Rodríguez, Myriam

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

Transesterifications mediated by t-BuNH2

Conformationalstudies of N-carbomethoxy-2-alkoxyindolenines by dynamicNMR, crystallography, and mole...

Mechanisticstudies of the photochemicalrearrangement of 1-oxolongipin-2-ene derivatives

Synthesis of Indolylindolines Mediated by tert-BuNH2

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

Photochemical rearrangements of highly functionalized longipinene derivatives

Chirogane, Prenopsane, and Patzcuarane Skeletons Obtained by Photochemically Induced Molecular Rearr...

Preparation of 3-hydroxyoxindoles with dimethyldioxirane and their use for the synthesis of natural p...

Cleavage of alkoxycarbonylprotectinggroups from carbamates by t-BuNH2

Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives