| abstract |
Process for the production of optically active (+)-bicyclo[3.3.0]octanol derivatives of formula (+)-I, in which R 1 and R 2 represent jointly an oxygen atom or the double-bond residue --O--X--O-- with X as a straight or branched-chain alkylene with 1-7 C-atoms, or R 1 and R 2 represent separately the residue OR 5 with R 5 as a straight or branched-chain alkyl with 1-7 C-atoms, and R 3 the residue COOZ with Z as a hydrogen atom, straight or branched chain alkyl with 1-7 C atoms, cycloalkyl with 3-6 C atoms, phenyl or aralkyl with 7-10 atoms or R 3 is the residue --(CH 2 ) n --O--COR 4 with n having the meaning 1-4 and R 4 as a straight or branched-chain alkyl with 1-7 C atoms, cycloalkyl with 3-6 C atoms, phenyl or aralkyl with 7-10 C atoms. The process is characterized in that racemic 3α-cyloxy-cis-bicyclo[3.3.0]-octane derivatives of formula (+)-II, wherein R 1 , R 2 R 3 and R 4 have the above meanings, are subjected enzymatically or microbiologically to a stereospecific acylate hydrolsis and the (+)-bicyclo[3.3.0]-octanol derivative produced is separated from the unsaponified bicyclo[3.3.0]-octanol acylate of formula (-)-II or the unsaponified enantiomers (+)-II are separated from the saponified bicyclo[3.3.0]octanol derivative (-)-I and then subjected to chemical acylate hydrolysis. |