Producción Científica Profesorado

Synthesis and stereoselective evaluation of a (1R)-(?)-myrtenal-derived pseudo C2-symmetric dodecaheterocycle as a potential heterofunctional chiral auxiliary



Alvarez Hernandez, Alejandro

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

Diastereoselective Synthesis of Spiro-?-lactams via Staudinger Reactio

Synthesis and Study of Monomeric and Dimeric Boronates by Spectroscopic Methods and X-ray Crystallog...

A flexible access to highly functionalised boronates

An efficient potassium cyanide-promoted synthesis of 2-arylbenzoxazoles from [4.3.0]boron heterobicy...

Stereoselective addition of allylmagnesium chloride to the CN bond of [4.3.0] boron heterobicycles

r-Alkylation of (S)-Asparagine with Self-Regeneration of the Stereogenic Center: Enantioselective Sy...

Synthesis of nitrogen-, oxygen- and sulphur-containing tripodal ligands with a trimethylbenzene core...

An efficient potassium cyanide-promoted synthesis of 2-arylbenzoxazoles from [4.3.0]boron heterobicy...

Addition reaction of benzylbenzylidenenamine to lithium enolates of1,3-dioxolan-4-one: synthesis of ...

Phenylboronic acid catalyzed-cyanide promoted, one-pot synthesis of 2-(2-hydroxyphenyl)benzoxazole d...