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Primary 1,2-Diamine Catalysis (V): Efficient Asymmetric Aldol Reactions of Isatins with Cyclohexanone
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2012
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Primary 1,2-Diamine CatalysisEnantioselective SynthesisEngineeringBiochemistryNatural SciencesDiversity-oriented SynthesisOrganic Chemistry1,2-Diaminocyclohexane-hexanedioic AcidCatalysisStereoselective SynthesisChemistryAsymmetric Aldol ReactionsNatural Product SynthesisAsymmetric CatalysisSynthetic ChemistryVarious Isatin DerivativesBiomolecular Engineering
1,2-Diaminocyclohexane-hexanedioic acid has been demonstrated to catalyze the asymmetric aldol reactions of cycloketones and various isatin derivatives efficiently in MeOH–H<sub>2</sub>O. The corresponding products were obtained in good yields (70–90%) with high diastereoselectivity (up to 99:1 <i>anti</i>/<i>syn</i>) and enantioselectivity (up to 99% ee).