2002
Stereochemical assignment of natural occurring 2,3-epoxy-2-methylbutanoate esters. J. Martín Torres-Valencia, Guadalupe I. León, J. Roberto Villagómez-Ibarra, Oscar R. Suárez-Castillo, Carlos Cerda-García-Rojas, Pedro Joseph-Nathan. DOI: 10.1002/pca.652
Abstract
A method to determine the absolute configuration of 2,3-epoxy-2-methylbutanoate ester residues in natural products is presented, based on (i) the reduction of the ester function to yield a 2-methyl-1,2-butanediol, (ii) esterification of the obtained primary alcohol with either (R)-(+)- or (S)-(?)-Mosher's acid to afford the corresponding Mosher's ester, and (iii) 1H-NMR spectral comparison of the final product with that of the Mosher's esters prepared from 2-methyl-1,2-butanediols of known stereochemistry.
The absoluteconfiguration of cuauhtemone and related compounds
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
Role of lipid peroxidation in biliary obstruction in the rat
Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives
One-potsynthesis of conformationallyrestrictedspirooxindoles
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2