Producción Científica Profesorado

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.






Artículos relacionados

Cleavage of alkoxycarbonylprotectinggroups from carbamates by t-BuNH2

Photochemical rearrangements of highly functionalized longipinene derivatives

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

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

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

First Total Synthesis of ()-Flustraminol B

Synthesis of Indolylindolines Mediated by tert-BuNH2

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

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

DFT and NMR parameterized conformation of valeranone