Angewandte Chemie - International Edition p. 1707 - 1710 (2011)
Update date:2022-08-05
Topics: Column chromatography Yield NMR spectroscopy Enantioselectivity HPLC (high-performance liquid chromatography) Proton transfer Stereocontrol Condensation Reaction Substrate Scope Chiral Catalyst Solvent Effects Reaction Optimization In situ formation carbonyl compound Mechanistic study
Lee, Anna
Michrowska, Anna
Sulzer-Mosse, Sarah
List, Benjamin
116 years after the discovery of the Knoevenagel condensation, the first catalytic asymmetric variant has been developed. Dynamic kinetic resolution in the reaction of α-branched aldehydes with malonates in the presence of a newly designed and readily available modified cinchona amine catalyst gives the corresponding alkylidene malonates in high enantioselectivity (see scheme).
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