Search results for "Enantioselective catalysis"

showing 2 items of 2 documents

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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Recent developments and applications of the chiral Brønsted acid catalyzed allylboration of carbonyl compounds

2018

The 50-year-old allylboration reaction has seen dramatic developments since the dawn of the new century after the first catalytic asymmetric versions came into play. In the past decade alone, several methodologies capable of achieving the desired homoallylic alcohols in over 90% ee have been developed. This review focuses on the chiral Brønsted acid catalyzed allylboration reaction, covering everything from the very first examples and precedents to modern day variations and applications.1 Introduction2 Early Developments3 Synthetic Applications4 Variants5 Computational Contribution6 Conclusions

enantioselective catalysis010405 organic chemistryChemistryOrganic Chemistryasymmetric synthesisEnantioselective synthesis010402 general chemistryDFT calculations01 natural sciencesCombinatorial chemistryCatalysis0104 chemical sciencesCatalysishomoallylic alcoholsallylborationchiral Brønsted acidsBrønsted–Lowry acid–base theoryenantioselective catalysis­chiral BrOnsted acids
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