Producción Científica Profesorado

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



Meléndez Rodríguez, Myriam

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.



Producto de Investigación




Artículos relacionados

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

Cleavage of alkoxycarbonylprotectinggroups from carbamates by t-BuNH2

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

DFT and NMR parameterized conformation of valeranone

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

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

Transesterifications mediated by t-BuNH2

First Total Synthesis of ()-Flustraminol B

Photochemical rearrangements of highly functionalized longipinene derivatives

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii