The Journal of Organic Chemistry

Selective synthesis and hydrolysis of dimethyl cis, cis-3-halomuconates

WA Pieken, JW Kozarich

文献索引：Pieken, Wolfgang A.; Kozarich, John W. Journal of Organic Chemistry, 1989 , vol. 54, # 2 p. 510 - 512

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被引用次数: 22

摘要

The dimethyl muconates 4a-c were hydrolyzed to the disodium cis, cis-3-halomuconates la-c with NaOH. These proved to be unstable to purification conditions either by recrystallization or anion-exchange chromatography. The hydrolysis products la-c display vicinal coupling constants similar to those of their dimethyl precursors. Hydrolysis of the dimethyl cis, trans-3- halomuconates 5a-c provides the cis, trans-3-halomuconic acids 6a-c (Scheme 111). In ...