Search results for "Dimethyl malonate"

showing 3 items of 3 documents

CaCl2, Bisoxazoline, and Malonate: A Protocol for an Asymmetric Michael Reaction

2015

A mild protocol for the asymmetric Michael addition of dimethyl malonate to various α,β-unsaturated carbonyl compounds was developed. The salient feature of this methodology is that a cheap and environmentally friendly Lewis acid, CaCl2, was used as a catalyst. An aminoindanol- and pyridine-derived ligand provided in the presence of CaCl2 Michael adducts in moderate to high enantioselectivities. The scope of the reaction was demonstrated.

Bisoxazolineinorganic chemicalsAminoindanol010405 organic chemistryChemistryLigandOrganic ChemistryMalonateCaCl2macromolecular substances010402 general chemistrybehavioral disciplines and activities01 natural sciencesDimethyl malonatehumanities0104 chemical sciencesCatalysisAdductchemistry.chemical_compoundMalonateMichael reactionOrganic chemistryLewis acids and basesta116The Journal of Organic Chemistry
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Dimethyl 2-(1-methyl-3-oxo-1,3-dihydroisobenzofuran-1-yl)malonate

2020

In this work we report a facile access to a 3,3-disubstituted isobenzofuranone by tandem addition/cyclization reaction to methyl 2-acetylbenzoate in the presence of dimethyl malonate, under basic conditions.

isobenzofuranoneTandem010405 organic chemistryOrganic Chemistrycascade reactions010402 general chemistry01 natural sciencesBiochemistryDimethyl malonateMedicinal chemistryquaternary carbonlcsh:QD146-1970104 chemical sciencesPhthalidechemistry.chemical_compoundMalonatechemistrylcsh:Inorganic chemistryphthalidePhysical and Theoretical ChemistryQuaternary carbon
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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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