31489-29-9Relevant articles and documents
Zearalenone mimics: Synthesis of (E)-6-(1-Alkenyl)-substituted β-resorcylic acid esters
Mikula, Hannes,Hametner, Christian,Froehlich, Johannes
, p. 1939 - 1946 (2013/05/22)
Two versatile strategies for the synthesis of mimics of the Fusarium mycotoxin zearalenone (1) have been developed. Optimized preparation of (E)-6-(1-alkenyl) substituted β-resorcylic acid esters was realized via ortho-directed lithiation of variable substrates combined with allylation/isomerization or via formylation/Schlosser-Wittig olefination using different protective group patterns. Spontaneous decarboxylation of (E)-6-(1-alkenyl) substituted β-resorcylic acids indicated the influence of this substituent on the chemical behavior of these compounds. These mimics were already used for the development of optimized standard protocols for the synthesis of phase II metabolites of ZEN (glucosides, glucuronides), and further applications (i.e., sulfate conjugates) are still under investigation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
Improved Synthesis of Dichloroisoeverninic Acid
Dornhagen, Juergen,Scharf, Hans-Dieter
, p. 1541 - 1549 (2007/10/02)
The Dichlorination of methyl isoeverninate 7a gave the geminal dichloroketone 12 as the major product.The title compound 1 was therefore synthesized via dichlorination of 4-protected methyl orsellinate 5a using the pivaloyloxy-function as a new protecting group in resorcyclic acids chemistry. - Keywords: 3,5-Dichloro-4-hydroxy-2-methoxy-6-methylbenzoic Acid, Dichloroisoeverninic Acid
