Chiral &amp / #945 / -hydroxy and &amp / #945 / -acetoxy enones are important starting materials in the synthesis of many biologically active materials. In this work, enantiomerically pure &amp / #947 / -hydroxy enone and polyoxo cyclohexenones are synthesized starting from 1,3-cyclohexandione. In the first step, 1,3-cyclohexandione is protected under acid catalyzation and 3-methoxy-2-methyl-2-cyclohexen-1-one is obtained. &amp / #945 / &#039 / -Acetoxy enone is obtained by Mn(OAc)3 mediated oxidation which is an attractive alternative to other multi-step procedures in the literature. Enzymatic kinetic resolution is applied to the racemic form of this product and enantiomerically pure &amp / #945 / &#039 / -acetoxy enone and &amp / #945 / &#039 / -hydroxy enone is obtained. In this stage, for the screening of the reaction many enzymes were tried. Reduction of &amp / #945 / &#039 / -hydroxy enone furnished enantiopure &amp / #947 / -hydroxy enone.