Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives
Sánchez Zavala, Maricruz
2009
Suárez-Castillo Oscar R., Meléndez-Rodríguez Myriam, Castelán-Duarte Luis Enrique, Sánchez-Zavala Maricruz, Rivera-Becerril Ernesto, Morales-Ríos Martha S., Joseph-Nathan Pedro. Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives, Tetrahedron:Asymmetry 20, 23742389 (2009). ISSN 0957-4166. doi:10.1016/j.tetasy.2009.09.017.
Abstract
We describe a reliable method for determining the absolute configuration of 2-(2-oxo-3-indolyl)acetamides based on analysis of the 1H NMR spectra of their phenylethylamide diastereomers. The conformational preferences for two diastereomeric amides were calculated by DFT, which matched well with the experimental results. X-ray diffraction analysis allowed us to validate the method.
Related articles
Transesterifications mediated by t-BuNH2
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
DFT and NMR parameterized conformation of valeranone
Synthesis of Indolylindolines Mediated by tert-BuNH2
Mechanisticstudies of the photochemicalrearrangement of 1-oxolongipin-2-ene derivatives
Cleavage of alkoxycarbonylprotectinggroups from carbamates by t-BuNH2