0000000000810579

AUTHOR

Barbara Sechi

0000-0001-5675-4731

showing 2 related works from this author

Comparative enantioseparation of planar chiral ferrocenes on polysaccharide‐based chiral stationary phases

2022

Planar chiral ferrocenes are well-known compounds that have attracted interest for application in synthesis, catalysis, material science, and medicinal chemistry for several decades. In spite of the fact that asymmetric synthesis procedures for obtaining enantiomerically enriched ferrocenes are available, sometimes, the accessible enantiomeric excess of the chiral products is unsatisfactory. In such cases and for resolution of racemic planar chiral ferrocenes, enantioselective high-performance liquid chromatography (HPLC) on polysaccharide-based chiral stationary phases (CSPs) has been used in quite a few literature articles. However, although moderate/high enantioselectivities have been ob…

PharmacologyPlanar chiralityMetallocenesElectrostatic potentialelectrostatic potential; enantioseparation; ferrocenes; planar chirality; polysaccharide-based chiral stationary phasesOrganic ChemistryStereoisomerismQuímica analíticaSettore CHIM/06 - Chimica OrganicaPolysaccharide-based chiral stationary phasesCatalysisEnantioseparationAnalytical ChemistryPolysaccharidesDrug DiscoverySettore CHIM/01 - Chimica AnaliticaAmyloseFerrocenesChromatography High Pressure LiquidSpectroscopyChirality
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Synthesis and application of new iminopyridine ligands in the enantioselective palladium-catalyzed allylic alkylation

2014

A variety of iminopyridines were obtained by condensation of chiral amines with pyridine-2-carboxaldehyde and quinoline-8-carbaldehyde, or of aminoalkylpyridine derivatives with chiral ketones. These ligands were assessed in the enantioselective palladium catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate affording the product dimethyl 1,3-diphenylprop-2-enylmalonate in good yields and moderate enantioselectivities (up to 62% ee). Catalytic activity and enantioselectivity were found to be highly dependent upon the steric properties of the ligands. The best enantioselectivity (62% ee) was obtained by an iminopyridine based on a camphane skeleton. © 2014 …

Steric effectsAllylic rearrangementChemistryProcess Chemistry and TechnologyIminopyridine ligandsEnantioselective synthesischemistry.chemical_elementQuímicaDimethyl malonateMedicinal chemistryAllylic substitutionPalladium catalysisCatalysisCatalysischemistry.chemical_compoundTsuji–Trost reactionOrganic chemistryEnantioselective catalysisPhysical and Theoretical ChemistryPalladium
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