84966-76-7Relevant academic research and scientific papers
Isomerisation of 2-Alkoxycyclopropanecarboxylic Acids - An Effective Synthesis of 4-Oxo Carboxylic Acids
Kunz, Horst,Lindig, Markus
, p. 220 - 229 (2007/10/02)
(Z/E)-2-Alkoxycyclopropanecarboxylic esters 2/3 were prepared from enol ethers 1 and ethyl diazoacetate.The saponification of these esters gives the corresponding (Z/E)-2-alkoxycyclopropanecarboxylic acids 4/5, which show stereomutation in water/methanol.This isomerisation was studied in labelled solvents and interpreted for the example of (E)-2-methoxy-2-phenylcyclopropanecarboxylic acid (5a).On heating in water/methanol the compounds 4/5 are transformed quantitatively into the corresponding 4-oxo carboxylic acids 6.
