Abstract

(S)-1,3-Dimethyl-3-hydroxy-5-methoxyoxindole (4) was obtained as a by-product in the asymmetric alkylation of oxindole (1) with methyl chloroacetate in the presence of N-[(4-trifluoromethyl)benzyl]cinchonium bromide. Its structure was established by spectral data. Optically active (4) of (S)-configuration was obtained from oxindole (1) on air oxidation in the presence of the chiral catalyst N-[(4-trifluoromethyl)benzyl]cinchonium bromide

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