2011
Absolute configuration assignment of 3-oxindolylacetyl-4-phenyloxazolidinone derivatives. Oscar R. Suárez-Castilloa, , , Myriam Meléndez-Rodrígueza, Luis E. Castelán-Duartea, Erick A. Zúñiga-Estradaa, Julián Cruz-Borbollaa, Martha S. Morales-Ríosb, Pedro Joseph-Nathanb, Tetrahedron: Asymmetry 2011, 22, 2085209 http://dx.doi.org/10.1016/j.tetasy.2011.11.018,
Abstract
The straightforward determination of the absolute configuration of 2-oxo-3-indolylacetic acid derivatives 5ae, based on analysis of the 1H NMR spectra of their oxindolylacetyl-phenyloxazolidinones 6ae, is described. The conformational preferences for two diastereomeric amides were calculated by DFT, which matched well with the experimental results, while X-ray diffraction analysis allowed us to validate the methodology. Independent absolute configuration evidence was also obtained by vibrational circular dichroism.
Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
Synthesis of Indolylindolines Mediated by tert-BuNH2
The absoluteconfiguration of cuauhtemone and related compounds
One-potsynthesis of conformationallyrestrictedspirooxindoles
Role of lipid peroxidation in biliary obstruction in the rat
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters