Enantioselective Sulfide Oxidation with H2O2: A Solid Phase and Array Approach for the Optimisation of Chiral Schiff Base-Vanadium Catalysts

Abstract
Two libraries of chiral Schiff base ligands were synthesised and screened in the vanadium-catalysed oxidation of alkyl aryl sulfides with hydrogen peroxide as terminal oxidant. The vanadium-chiral Schiff base complex 10, readily prepared from 3,5-diiodo-salicylaldehyde and (S)-tert-leucinol, was found to be highly enantioselective. Optically active sulfoxides could thus be obtained in good yields with up to 97% ee.

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