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 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.
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Synthesis of Indolylindolines Mediated by tert-BuNH2
Cleavage of alkoxycarbonylprotectinggroups from carbamates by t-BuNH2
Mechanisticstudies of the photochemicalrearrangement of 1-oxolongipin-2-ene derivatives
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
Photochemical rearrangements of highly functionalized longipinene derivatives
Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives