6533b835fe1ef96bd129f477
RESEARCH PRODUCT
Selective Transformation of Norbornadiene into Functionalized Azaheterocycles and β‐Amino Esters with Stereo‐ and Regiocontrol
Zsanett BenkeTamás T. NovákAttila Márió RemeteAnas SemghouliSantos FusteroLoránd Kisssubject
chemistry.chemical_classificationAmino estersBicyclic moleculeNorbornadiene01.04. Kémiai tudományokOrganic ChemistryGeneral ChemistryMetathesisBiochemistryCombinatorial chemistryAmino acidCatalysischemistry.chemical_compoundchemistryYield (chemistry)Norbornenedescription
Novel functionalized azaheterocycles with multiple chiral centers have been accessed from readily available norbornene β-amino acids or β-lactams across a stereocontrolled synthetic route, based on ring-opening metathesis (ROM) of the staring unsaturated bicyclic amino esters, followed by selective cyclization through ring-closing metathesis (RCM). The RCM transformations have been studied under various experimental conditions to assess the scope of conversion, catalyst, yield, and substrate influence. The structure of the starting norbornene β-amino acids predetermined the structure of the new azaheterocycles, and the developed synthetic route took place with the conservation of the configuration of the chiral centers.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2021-09-03 | Chemistry – An Asian Journal |