99356-86-2Relevant academic research and scientific papers
Crown ether catalysis of decarboxylation and decarbalkoxylation of β-keto acids and malonates: a synthetic application
Hunter, Duncan H.,Patel, Vijay,Perry, Richard A.
, p. 2271 - 2277 (2007/10/02)
The effect of 18-crown-6 ether on the decarboxylation rates of the sodium and potassium salts of 3-camphor carboxylic acid 1 and of 1-carbomethoxy-1-carboxycyclohexane 2 was studied.For 2 the K-18C6 salt reacted ca. 104 times faster than the parent acid.This remarkable difference in reactivity was used in developing a one-pot, two-step procedure for decarbalkoxylation of malonic esters.This procedure was then applied to a range of malonates, β-keto esters, and an α-cyano ester.The effect of 15C5, other cations, and good nucleophiles was also studied.
