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

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

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

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

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

Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2

Role of lipid peroxidation in biliary obstruction in the rat

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

One-potsynthesis of conformationallyrestrictedspirooxindoles

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

Conformationalstudies of N-carbomethoxy-2-alkoxyindolenines by dynamic NMR, crystallography, and mol...