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20.2.13.1.2.6 Methods 6: Miscellaneous Reactions

DOI: 10.1055/sos-SD-020-00571

Sartori, G.; Maggi, R.Science of Synthesis, (200720593.

The DielsAlder reaction with alka-1,3-dienyl ethers can be utilized for the synthesis of 3-alkoxycyclohex-4-ene-1,2-dicarboxylic acids. For example, by mixing 1-ethoxy-2-methylbuta-1,3-diene and maleic anhydride in toluene without additional reagents and refluxing the mixture at 80°C for 4hours, the desired 3-ethoxy-4-methylcyclohex-4-ene-1,2-dicarboxylic acid is obtained in nearly quantitative yield (Scheme 23).[‌46‌]

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