Producción Científica Profesorado

Absolute con?guration assignment of 3-indolylacetate esters

Sánchez Zavala, Maricruz


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


Herein we describe a straightforward method for the determination of the absolute configuration of 3-indolyl(bromo)acetate 7, 3-indolyl(alkoxy)acetates 8a?f and 3-indolyl(amino)acetate 8g, based on 1H NMR spectral analysis. The conformational preferences for two diastereomeric esters were calculated by DFT, which matched very well with the experimental results. X-ray diffraction analysis allowed us to validate the methodology, and independent absolute configuration evidence was obtained by vibrational circular dichroism.

Producto de Investigación

Artículos relacionados

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii

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

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

DFT and NMR parameterized conformation of valeranone

Photochemical rearrangements of highly functionalized longipinene derivatives

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

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

Transesterifications mediated by t-BuNH2