Producción Científica Profesorado

The absoluteconfiguration of cuauhtemone and relatedcompounds



Villagómez Ibarra, José Roberto

2003

"The absolute configuration of cuauhtemone and related compounds", J. Martín Torres-Valencia*, Dora L. Quintero-Mogica, Guadalupe I. León, J. Roberto Villagómez Ibarra, Emma Maldonado, Carlos M. Cerda García-Rojas and Pedro Joseph-Nathan. Tetrahedron: Asymmetry 14, 543-548 (2003).


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.






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