Published July 31, 1965 | Version v1
Journal article Open

Cyclic Compounds. Part I. Experiments on the Synthesis of Cyclopentane Derivatives Related to Wieland's Tricarboxylic Acid

Description

\(\beta\)-Carboxypropionylcyclopentane (I: R=R'=H) has been synthesised by an extension of the Perkin ring-closure, applied to ethyl \(\beta\)-oxo-adipate2 and 1,4-di-iodobutane and the constitution elucidated. A useful variation of the reaction, applied to ethyl 7-methyl-3-oxo-octanoate3a,3b (V) and 1,4-di-iodobntane, provides a new route to the synthesis of 5-rnethylhexanoylcyclopentane (III: R=H).

A synthesis of 2-methyl-1-(\(\beta\)-carboxypropionyl) cyclopentane-2,3-dicarboxylic acid (VII: R=R1=R2=R3 =H) is also described analogously.

Files

463-466.pdf

Files (165.1 kB)

Name Size Download all
md5:8e4acca62f6501633061bb541f181e7f
165.1 kB Preview Download