Theh ighly catalytic asymmetric a-hydroxylation of b-indanone esters and b-indanone amides using peroxide as the oxidant was realized with an ew C-2' substituted Cinchona alkaloid derivatives. Thet wo enantiomers of a-hydroxy-b-indanone esters could be obtained by simply changing the oxidant. This protocola llows ac onvenient access to the corresponding a-hydroxy-b-indanone esters and a-hydroxy-b-indanone amides with up to 99% yield and 98% ee.

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Both enantiomers are accessible using the same cupreidine‐derived organocatalyst by simply changing the oxidant.