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.
Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2
First Total Synthesis of ()-Flustraminol B
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Synthesis of Acetamido(indol-3-yl)propanol Derivatives
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters