Enantioselective conjugate addition of malonates to α,β-unsaturated aldehydes catalysed by 4-oxalocrotonate tautomerase
Mingzhu Yu, Kai‐Yue Chen, Yibin Zhang, Chang-Xuan Zhang, Zheng Xiang
Abstract
The enantioselective conjugate addition of malonates to α,β-unsaturated aldehydes catalysed by 4-oxalocrotonate tautomerase is described. High conversions, high enantioselectivities, and good isolation yields were achieved for a range of substrates. We further completed a four-step synthesis of the antidepressant (+)-femoxetine by utilizing this reaction and an enzymatic reductive amination reaction.
Topics & Concepts
ChemistryEnantioselective synthesisConjugateAddition reactionOrganic chemistryCatalysisCombinatorial chemistryStereochemistryMathematicsMathematical analysisMacrophage Migration Inhibitory FactorCarbohydrate Chemistry and SynthesisChemical Reaction Mechanisms