PROCESS FOR PRODUCING CARBACYCLINE DERIVATIVES BY THE STEREOSELECTIVE INTRODUCTION OF DOUBLE BOND IN 5,6-POSITION

摘要

Process for producing carbacyclins of formula (I) wherein R1 is a straight-chain or branched C1-C7 alkyl group, a straight-chain or branched C2-C7 alkenyl group or a straight-chain or branched C2-C7 alkinyl group, and R2 and R3 can be the same or different and can stand for hydrogen, C1-C2 alkyl, chlorine or bromine or together with the double bond a triple bond, characterized in that a bicyclic ketone of formula (II) wherein R1, R2 an R3 have the above mentioned meanings is reacted with 5-10 equivalents of a reagent of formula (VI) in the presence of 8-10 equivalents of a base at 0-40 DEG C for 0.5 to 4 hours in the solvents dimethoxyethane, 1,3-dimethylimidazolidin-2-one, dimethylformamide, dimethylsulfoxide, tetrahydrofurane, toluol, dibenzo-18-crown-6 or in mixtures thereof.