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A Convenient Synthetic Method for β-Alkoxy- and β-Phenoxyacrylic Acids and 3,4-Dihydro-2<i>H</i>-pyran-5- and 2,3-Dihydrofuran-4-carboxylic Acids
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1986
Year
Chemical EngineeringTrans-β-trihaloacetylvinyl Ethers 1Vinyl Ethers 3Engineering2,3-Dihydrofuran-4-carboxylic AcidsOrganic ChemistrySynthetic ChemistryStereoselective SynthesisChemistryβ-Phenoxyacrylic AcidsWet Potassium HydroxidePharmacologyDerivative (Chemistry)Convenient Synthetic MethodEnantioselective SynthesisBiomolecular EngineeringNatural Product Synthesis
trans-β-Trihaloacetylvinyl ethers 1 are easily hydrolyzed by wet potassium hydroxide in benzene, yielding the corresponding acids 2 in excellent yields. This synthetic method also can be applicable to cyclic vinyl ethers 3 and 5 to yield 4 and 6 in high yields.