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

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

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

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii

Cleavage of alkoxycarbonylprotectinggroups from carbamates by t-BuNH2

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

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

Synthesis of Indolylindolines Mediated by tert-BuNH2

Transesterifications mediated by t-BuNH2