Producción Científica Profesorado

Synthesis and stereoselective evaluation of a (1R)-(?)-myrtenal-derived pseudo C2-symmetric dodecaheterocycle as a potential heterofunctional chiral auxiliary.



Mendoza Espinosa, Daniel

2018

Sánchez-Chávez, A.C., Elena Vargas-Díaz, M., Ontiveros-Rodríguez, J.C., Pérez-Estrada, S., Flores-Bernal, G.G., Mendoza-Espinosa, D., Álvarez-Hernández, A., Delgado, F., Tamariz, J., Gerardo Zepeda-Vallejo, L, Synthesis and stereoselective evaluation of a (1R)-(?)-myrtenal-derived pseudo C2-symmetric dodecaheterocycle as a potential heterofunctional chiral auxiliary. Tetrahedron Letters, 2018, 59, 4437-4441. DOI: 10.1016/j.tetlet.2018.11.012


Abstract


The synthesis and diastereoselective performance of the pseudo C2-symmetric dodecaheterocycle 3 in nucleophilic and electrophilic reactions are reported. Compound 3 proved to be a highly diastereoselective template to generate a pair of enantiomeric moieties within its structure in a programmed manner. Hence, this study describes the synthesis of a novel potential heterobifunctional chiral auxiliary.



Producto de Investigación




Artículos relacionados

Trapping enols of esters and lactones with diazomethane

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

One-potsynthesis of conformationallyrestrictedspirooxindoles

Role of lipid peroxidation in biliary obstruction in the rat

Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2

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

Aromatic Bromination versus Oxidation of Indolylmalonates by Bromine

Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters

Firsttotalsyntheses of dihydroflustramine C and flustramine E, alkaloids from the marine bryozoan Fl...

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