Producción Científica Profesorado

The absoluteconfiguration of cuauhtemone and related compounds



Suárez Castillo, Oscar Rodolfo

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.



Producto de Investigación




Artículos relacionados

Role of lipid peroxidation in biliary obstruction in the rat

Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives

Trapping enols of esters and lactones with diazomethane

First Total Synthesis of ()-Flustraminol B

One-potsynthesis of conformationallyrestrictedspirooxindoles

Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii

Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase

Cascade [1,3]-Sigmatropic Rearrangements of Ketene O,O-Acetals: Kinetic and DFT Level Mechanistic St...

Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles