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.
Synthesis of Indolylindolines Mediated by tert-BuNH2
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
The absoluteconfiguration of cuauhtemone and related compounds
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
Role of lipid peroxidation in biliary obstruction in the rat