2012
Rosa M. Vázquez-Arredondo, Oscar R. Suárez-Castillo, Myriam Meléndez-Rodríguez, Maricruz Sánchez-Zavala, Indira C. Cano-Escudero, Claudia I. Bautista-Hernández, Julián Cruz-Borbolla, Martha S. Morales-Ríos, Pedro Joseph-Nathan. Absolute con?guration assignment of 3-indolylacetate esters. TETRAHEDRON-ASYMMETRY. Año: 2012, Volume: 23 Issue: 17 Pages: 1279-1293 DOI: 10.1016/j.tetasy.2012.08.005
Abstract
Herein we describe a straightforward method for the determination of the absolute con?guration of 3-indolyl(bromo)acetate 7, 3-indolyl(alkoxy)acetates 8a?f and 3-indolyl(amino)acetate 8g, based on 1HNMR spectral analysis. The conformational preferences for two diastereomeric esters were calculatedby DFT, which matched very well with the experimental results. X-ray diffraction analysis allowed usto validate the methodology, and independent absolute con?guration evidence was obtained by vibrational circular dichroism.
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
One-potsynthesis of conformationallyrestrictedspirooxindoles
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2
Synthesis of Acetamido(indol-3-yl)propanol Derivatives
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
First Total Synthesis of ()-Flustraminol B
Trapping enols of esters and lactones with diazomethane
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters