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.
Artículos relacionados
Trapping enols of esters and lactones with diazomethane
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
One-potsynthesis of conformationallyrestrictedspirooxindoles
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
Role of lipid peroxidation in biliary obstruction in the rat
Synthesis of Indolylindolines Mediated by tert-BuNH2
The absoluteconfiguration of cuauhtemone and related compounds