STEREOCONTROL BY INTRODUCTION OF A SULFUR FUNCTIONAL GROUP IN THE ASYMMETRIC REDUCTION OF β-KETOESTERS WITH BAKER'S YEAST: PREPARATION OF OPTICALLY PURE 3S-HYDROXYDITHIOESTERS AS A NEW CHIRAL SYNTHON OF NATURAL PRODUCT SYNTHESIS

Article abstract of DOI:10.1016/S0040-4039(00)85223-5

Asymmetric reduction of β-ketothioester derivatives with baker's yeast produced the corresponding optically pure 3S-hydroxythioesters, which are useful chiral building blocks in organic synthesis.The utility of the present method was demonstrated in the stereoselective synthesis of sex attractant of pine saw-fly, (2S,3S,7S)-3,7-dimethylpentadec-2-yl acetate from the 3S-hydroxy esters.