Published December 31, 1939
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CHEMISTRY OF SPIRO-COMPOUNDS. PART II. SYNTHESIS OF CYCLOPENTANE-SPIRO-CYCLOPENTANONE.
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cycloPentane—spiro-cyclopentanone has been synthesised from cyclopentane-I-carboxyI-butyric acid, which has been synthesised in a way which leaves no doubt regarding its configuration. The lactone obtained by the reduction of the anhydride of cyciopentane-I-carboxy-I-acetic acid yields a bromo-ester which by the action of sodiomalonic ester and subsequent hydrolysis gives cyclopentane-I-carboxyI-butyric acid. This acid has been converted into the Spiro-ketone both by Dieckmann condensation of its ester, followed by hydrolysis, as also by its pyrogenetic decomposition in presence of baryta.
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