초록
<P>An efficient organocatalytic oxidation of racemic secondary alcohols, mediated by sodium hypochlorite (NaOCl) and 2‐azaadamantane <I>N</I>‐oxyl (AZADO), has been conveniently coupled with a highly stereoselective bioreduction of the intermediate ketone, catalyzed by ketoreductases, in aqueous medium. The potential of this one‐pot two‐step deracemization process has been proven by a large set of structurally different secondary alcohols. Reactions were carried out up to 100 m<SMALL>m</SMALL> final concentration enabling the preparation of enantiopure alcohols with very high isolated yields (up to 98 %). When the protocol was applied to the stereoisomeric <I>rac/meso</I> mixture of diols, these were obtained with very high enantiomeric excesses and diastereomeric ratios (95 % yield, >99 % <I>ee</I>, >99: < 1 <I>dr</I>).</P>