61413-56-7Relevant academic research and scientific papers
Synthesis of Simple Derivatives of (2Z,4Z)-3-Methyl-2,4-hexadienedioic Acid
Jaroszewski, Jerzy W.,Ettlinger, Martin G.
, p. 1212 - 1215 (1982)
Methanolysis of 4-methyl-2,7-oxepindione yields a mixture of both monomethyl esters of (2Z,4Z)-3-methyl-2,4-hexadienedioic acid. 4-Methyl-1,2-benzoquinone is oxidized by lead(IV) acetate in methanol-benzene to give dimethyl (2Z,4Z)-3-methyl-2,4-hexadienedioate.The 6-monomethyl ester, but not the 1-monomethyl ester or dimethyl ester, spontaneously stereomutates to the 2Z,4E isomer.The monoesters also cyclize to lactone esters.The disodium salt of (2Z,4Z)-3-methyl-2,4-hexadienedioic acid, prepared by saponification of the corresponding dimethyl ester or cyclicanhydride, is stable in the presence of excess base but immediately gives (2Z,4E)-3-methyl-2,4-hexadienedioic acid upon acidification.The results fit the general mechanism of stereomutation of 3-substituted (2Z,4Z)-2,4-hexadienedioic acids and derivatives.
Studies in the oxidative ring-opening of catechols and o-benzoquinones. Lead tetraacetate versus the copper(I) chloride/pyridine/methanol system
Walsh, James G.,Furlong, Patrick J.,Byrne, Louise A.,Gilheany, Declan G.
, p. 11519 - 11536 (2007/10/03)
Lead tetraacetate oxidative ring-opening of a series of substituted catechols provides the corresponding substituted cis, cis-2,4-diene-1,6- dioates (1-10) in fair to good yields. A number of improvements on Wiessler's procedure for this reaction are repo
Oxidation of marchantin A trimethyl ether and related aromatic compounds with m-chloroperbenzoic acid
Tori, Motoo,Sono, Masakazu,Toyota, Masao,Asakawa, Yoshinori
, p. 647 - 650 (2007/10/03)
Marchantin A trimethyl ether was subjected to react with m-chloroperbenzoic acid to yield hydroxylated derivatives as well as ring C degraded esters. This reaction was confirmed by application to catechol dimethyl ether and dihydroeugenol dimethyl ether.
