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
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
Synthesis of Indolylindolines Mediated by tert-BuNH2
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling
Role of lipid peroxidation in biliary obstruction in the rat
Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters
Trapping enols of esters and lactones with diazomethane
Synthesis of Acetamido(indol-3-yl)propanol Derivatives
Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles