Conclusions
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1.
An improved method was developed for the synthesis of the ethyl ester of 3-carbethoxy-2-cyclopentanoneacetic acid, starting with the ethyl ester of Δ3-cyclohexenecarboxylic acid.
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2.
The condensation of the latter with methyl vinyl ketone leads to the formation of a mixture of the C2-epimeric ethyl esters of the 2-methyl-2-hydroxy-6-carbethoxybicyclo-[3,2,1]-8-octanone-5-acetic acids, the treatment of which with pyrrolidine gave the pure lactone of 1-carbethoxy-9-hydroxy-8-hydrindanylacetic acid.
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3.
We accomplished the stereospecific synthesis of the cis-3-carbethoxy-5,9-ethano-6-acetoxy-Δ6,7-cis-11-hydrindenone and cis-3-carbethoxy-5, 9-ethano-cis-11-hydrindanone tricyclic bridge fragments of the B/C/D rings of gibberellins.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1107–1114, May, 1972.