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

Role of lipid peroxidation in biliary obstruction in the rat

Trapping enols of esters and lactones with diazomethane

Synthesis of ?4:?2-Exocyclic-Diene Iridium(I) Complexes Derived from 1,3-Oxazolidin-2-ones and Their...

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

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii

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

Synthesis of Indolylindolines Mediated by tert-BuNH2

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

Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor

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