2003
The absolute configuration of cuauhtemone and related compounds. Torres-Valencia J. M., Quintero-Mogica D. L., León G. I., Suárez-Castillo O. R., Villagómez-Ibarra J. R., Maldonado E., Cerda-García-Rojas C. M., Joseph-Nathan P. DOI: http://dx.doi.org/10.1016/S0957-4166(03)00042-9
Abstract
The absoluteconfiguration of cuauhtemone, a eudesmane-type sesquiterpene isolated from Pluchea species (Asteraceae), has been revised from 1 to 2 by chemical correlation with (R)-(+)-2-methyl-1,2-butanediol 3 through the naturally occurring 2,3-epoxy-2-methylbutanoate derivative 4. The relative stereochemistry of 4 was confirmed by X-ray diffraction analysis. The obtained data are also useful for reconsideration of the absoluteconfigurations of a relevant group of natural products, which were elucidated according to the stereochemistry of cuauhtemone.
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
First Total Synthesis of ()-Flustraminol B
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
Trapping enols of esters and lactones with diazomethane
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles
Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor
The absoluteconfiguration of cuauhtemone and related compounds
Synthesis of Acetamido(indol-3-yl)propanol Derivatives
Aromatic Bromination versus Oxidation of Indolylmalonates by Bromine