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  • Title: Enantioselective synthesis of α-halo-α-alkylmalonates via phase-transfer catalytic α-alkylation.
    Author: Hong S, Kim M, Jung M, Ha MW, Lee M, Park Y, Kim MH, Kim TS, Lee J, Park HG.
    Journal: Org Biomol Chem; 2014 Mar 07; 12(9):1510-7. PubMed ID: 24448720.
    Abstract:
    A new enantioselective synthetic method for α-halo-α-alkylmalonates is reported. α-Alkylation of diphenylmethyl tert-butyl α-halomalonates under phase-transfer catalytic conditions (solid KOH, toluene, -40 °C) in the presence of (S,S)-3,4,5-trifluorophenyl-NAS bromide (5 mol%) afforded diphenylmethyl tert-butyl α-halo-α-alkylmalonates in very high chemical yields (up to 99%) and optical yields (up to 93% ee).
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