Keto-reduction of carbacyclin intermediates

C - Chemistry – Metallurgy – 07 – C

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260/235.01

C07C 405/00 (2006.01) C07D 317/72 (2006.01) C07D 319/08 (2006.01) C07F 7/18 (2006.01)

Patent

CA 1326238

Abstract The invention relates to a method for producing .alpha.-hydroxy-bicyclo- [3.3.0]-octane derivatives of Formula I Image (I), where A = the bivalent radical -O-X-O- with X as a straight or branched chain alkylene with 1 to 7 C-atoms or the radicals =CH-(CH2)3-COOR', =CH-CH2-O-CH2-COOR' or =CH-(CH2)3-O-CH2-CH2-COOR' where R' represents a C1 to C7 alkyl group R = the radical Image where R" represents hydrogen or a phenyl group or the radical -SiR1R2R3 where R1, R2 and R3 may be identical or different and represent a straight or branched chain alkyl group with 1 to 7 C-atoms or a phenyl group. B = a trans-CH=C(X)-group with X as hydrogen or bromine, the trans- configuration applying to the C-chain, and D = an alkyl group with 1 to 10 C-atoms, an alkenyl group with 1 to 10 C-atoms or an alkinyl group with 1 to 10 C-atoms. this method being characterised by the fact that the keto-bicyclo- [3.3.0]-octane derivatives of Formula II Image (II), are reduced in the presence of cerium III salts.

551617

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