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

Aromatic Bromination versus Oxidation of Indolylmalonates by Bromine

13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters

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

Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea

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

Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2

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

Synthesis of Acetamido(indol-3-yl)propanol Derivatives

Trapping enols of esters and lactones with diazomethane

Synthesis of Indolylindolines Mediated by tert-BuNH2