Abstract
Peroxy trichloroacetimidic acid, in situ generated from aqueous hydrogen peroxide and trichloroacetonitrile, was found to act as a competent electrophilic oxygenating agent for the direct α-hydroxylation of oxindoles. The use of chiral 1,2,3-triazolium salt as a phase-transfer catalyst enabled rigorous absolute stereocontrol in the carbon–oxygen bond-forming reaction. The present study provides a new, yet practical method for straightforward access to optically active α-hydroxycarbonyl compounds.
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