SELECTIVE AND STEREOSPECIFIC HORSE LIVER ALCOHOL DEHYDROGENASE-CATALYZED REDUCTION OF CAGE-SHAPED <i>meso</i>-DIKETONE. AN EFFICENT ACCESS TO OPTICALLY ACTIVE D3-TRISHOMOCUBANE DERIVATIVE

Abstract

Abstract Horse liver alcohol dehydrogenase-catalyzed reduction of meso-diketone: pentacyclo[5.4.0.02,6.03,10.05,9]undecane-8,11-dione gave (−)-11-hydroxypentacyclo[5.4.0.02,6.03,10.05,9]undecan-8-one which was transformed to (+)-D3-trishomocuban-4-ol. HLADH also catalyzed the reduction of (±)-pentacyclo[5.4.0.02,6.03,10.05,9]undecan-8-one (4) affording (+)-4 and (−)-pentacyclo[5.4.0.02,6.03,10.05,9]undecan-8-ol.