Chemical Communications · 2012 · 27 citations · 59 references
Useful Ketomalonate 1CAsymmetric CatalysisNovel OrganocatalystsEngineeringBiochemistryNatural SciencesSecondary-amine OrganocatalystsOrganic ChemistryStereoselective SynthesisChemistryAsymmetric Aldol ReactionMolecular RecognitionTetrazole AnalogueChiral Amino SulfonamideSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringNatural Product Synthesis
A diastereo- and enantioselective aldol reaction between aldehydes and a synthetically useful ketomalonate 1c as a hydrated form was developed, and either anti- or syn-aldol adducts having a chiral tetrasubstituted carbon center were obtained in high enantioselectivities by use of a tetrazole analogue of L-proline (S)-2 or an axially chiral amino sulfonamide (S)-3 as catalyst.
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