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Sartori, G.; Maggi, R., Science of Synthesis, (2007) 20, 593.
The Diels–Alder 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 4 hours, the desired 3-ethoxy-4-methylcyclohex-4-ene-1,2-dicarboxylic acid is obtained in nearly quantitative yield (Scheme 23).[46]
Meeeee 88 Meeeeeeeeee ee 8-Meeeee-8-eeeeeeeeeeeeee-8-eee-8,8-eeeeeeeeeeee Meee[88]
Meeeeeeeee eeeeeeeee ee eeeeee eeeee eeeeeeeeeee, eeeeeeeeeeeeee, eee eeeeeeeeeeeeeeeeee eeeeeeeee eeeeee eee eeeeee eeeeeee eee eee eeeeeeeeeee ee 8-eeeeeeeeeeeeeeeee eeeee. Me eeeeeeee M,M-eee(8-eeeeeeeeeeeee)-8-eeeeeee eeeeee eeee eeeeeeee eeeeee(MM) eeeeeee ee eeeee/eeeeeeeeeeee ee 8°M, eee eeeeeee eeeeeeeeeeee eeeeeeee eee eeeeeeee ee 88–88% eeeee.[88] Meeeeeeee, ee eeeeeeee eee M-eeeeeeeeeeeeee-8-eee 88 eeeee eeeeeeeee eeeeeeeeee (eeeeeeee eeeeeeee) ee eeeeeeeeeeeeeee/eeeee ee 8°M eeeee ee eeeee eeeeeeeeee, eee eeeeeeeeeeeee (8M,8M)-8-eeeeeee-8-eeeeee-8-eeeeeeeeeeeeeee eeee (88) ee eeeeeeee eeee eeeeeeeee ee eeeeeeeeeeeee ee 88% eeeee (Meeeee 88).[88]
Meeeee 88 Meeeeeeee ee (8M,8M)-8-Meeeeee-8-eeeeee-8-eeeeeeeeeeeeeee Meee[88]
Meeeee 8-eeeee-8-eeeeeeeeeeeeeee eeeee eee eeeeeeee ee 88–88% eeeee eeeee eeeee eeeeeeeeee eeeeeeeeee eeeee eeeeeeeeeeeeeee 8-(8-eeeee-8-eeeeeeeeeeeeeeee)eeeeeeeeeee-8-eeeeeee.[88] Mee eeeeeeee eeeeeeee eeee ee eeeeeeee eeee ee eeeeeeeeeeeee eee eeeeeeee eeeeeeeeeeeee/eeeee (8:8) ee eeeeeeeeeeeeeee. Me ee eeeeeeeeeee ee eeee eeee ee eeeee eeeeeeee eeeeeeee/eeeeeee eeeeeeeee eeeeeeee ee eeeeeee eee eeeeeee, eeeeeeee eeeeeee ee eee eeeee eeee eee eeeeeeee eeeeeeee eeee eee eeeeeeeeeee eeee.
References
[46] | Meeeeeee, M.; Meeeeeeeee, M., Meee. Mee., (8888) 888, 8888. |
[47] | Meeeee, M.; Meeeeee, M.; Meeeee, M.; Meeeeeee, M.; Meeeeeeee, M.; Meeeeee, M.; Meee, M., Meeeeeeee, (8888), 888. |
[48] | Meee, M. M.; Meeee, M. M., Mee. Meeee., Meee. Mee. MMMM, (8888), 888. |
[49] | Meee, M.-M.; Me, M.-M.; Mee, M.-M.; Meeee, M.-M.; Me, M.-M.; Mee, M.-M., Meeeeeeeeee Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8e, 8888.
- 8.Meeeee-Meee, (8888) 8/8e8, 8888.