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.
First Total Synthesis of ()-Flustraminol B
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
Role of lipid peroxidation in biliary obstruction in the rat
Transesterifications mediated by t-BuNH2
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase
The absoluteconfiguration of cuauhtemone and related compounds
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2