Asymmetric α-alkylation of cyclic β-keto esters and β-keto amides by phase-transfer catalysisElectronic supplementary information (ESI) available. See DOI: 10.1039/c8ob02669f

Without employing any transition metal, a highly enantioselective α-alkylation of cyclic β-keto esters and β-keto amides has been realized by phase-transfer catalysis. This improved procedure is applicable to different kinds of halides with cinchona derivatives and gives the corresponding products in excellent enantiopurities (up to 98% ee) and good yields (up to 98%). Moreover, the reaction was scalable and the phase-transfer catalyst was recyclable. This provided an alternative and competitive method to the asymmetric α-alkylation of β-dicarbonyl compounds. A facile and efficient asymmetric α-alkylation of β-keto esters and β-keto amides has been achieved by phase-transfer catalysis.