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RESEARCH PRODUCT
CaCl2, Bisoxazoline, and Malonate: A Protocol for an Asymmetric Michael Reaction
Kristin LippurKari RissanenTõnis KangerIvar JärvingSandra KaabelSandra Kaabelsubject
Bisoxazolineinorganic chemicalsAminoindanol010405 organic chemistryChemistryLigandOrganic ChemistryMalonateCaCl2macromolecular substances010402 general chemistrybehavioral disciplines and activities01 natural sciencesDimethyl malonatehumanities0104 chemical sciencesCatalysisAdductchemistry.chemical_compoundMalonateMichael reactionOrganic chemistryLewis acids and basesta116description
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2015-06-10 | The Journal of Organic Chemistry |