Producción Científica Profesorado

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



Suárez Castillo, Oscar Rodolfo

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

Reactivity of TpMe2Ir(C2H4)(DMAD) with carboxylic acids. A DFT study on geometrical isomers and stru...

Synthesis of ?4:?2-Exocyclic-Diene Iridium(I) Complexes Derived from 1,3-Oxazolidin-2-ones and Their...

First Total Synthesis of ()-Flustraminol B

Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor

Synthesis of Indolylindolines Mediated by tert-BuNH2

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

Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2

Transesterifications mediated by t-BuNH2

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates