Producción Científica Profesorado

Absolute configuration assignment of 3-indolylacetate esters



Cruz Borbolla, Julian

2012

Vazquez-Arredondo, RM; Suarez-Castillo, OR ; Melendez-Rodriguez, M; Sanchez-Zavala, M; Cano-Escudero, IC ; Bautista-Hernandez, CI ; Cruz-Borbolla, J ; Morales-Rios, MS; Joseph-Nathan, P; Absolute configuration assignment of 3-indolylacetate esters TETRAHEDRON-ASYMMETRY. Año 2012, Volume: 23 Issue: 17 Pages: 1279-1293 DOI: 10.1016/j.tetasy.2012.08.005 ISSN: 0957-4166


Abstract


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

Hypervalence at tin(IV) by transannular bonding of sulfur in an eight-membered ring: The case of dib...

Structural Studies by NMR and X-Ray Crystallography of N-(p-Toluenesulfonyl)-Amino Acids

Hypervalence in germanium compounds containing the tetracylic moiety {S(C6H3S)2O}Ge via OGe transann...

Pyrite?Arsenopyrite Galvanic Interaction and Electrochemical Reactivity

Synthesis and crystal structures of cis-palladium(II) and cis-platinum(II) complexes containing dipy...

Ni(II) and Pd(II) organometallic and coordination complexes with a new tridentate N,N,O-donor ligand...

Complexation of the uranyl ion (UO2)2+ with a tetraphenylimidodiphosphinate ligand: the first trinuc...

cis-Palladium(II) complexes of derivatives of di-(2-pyridyl)methane: Study of the influence of the b...

Pentacoordination at Germanium by Transannular Bonding of Sulfur or Oxygen in an Eight-Membered Ring...

Synthesis, characterization and crystal structures of organolead dithiolate compounds displaying tra...