摘要 |
PCT No. PCT/DE87/00513 Sec. 371 Date Jul. 13, 1988 Sec. 102(e) Date Jul. 13, 1988 PCT Filed Nov. 12, 1987 PCT Pub. No. WO88/03567 PCT Pub. Date May 19, 1988.Process for the production of optically active (+)-bicyclo[3.3.0]octanol derivatives of formula (+)-I, in which R1 and R2represent 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 R1 and R2 represent separately the residue OR5 with R5 as a straight or branched-chain alkyl with 1-7 C-atoms, and R3 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 R3 is the residue -(CH2)n-O-COR4 with n having the meaning 1-4 and R4 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 3 alpha -cyloxy-cis-bicyclo[3.3.0]-octane derivatives of formula (+)-II, wherein R1, R2R3 and R4 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.
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