Abstract

Deceptively simple as the structure may appear, there is no singlegeneral method by which to synthesize the vinyl (enol) ether functionality.However, there exists a diverse array of complementary methods bywhich this functionality has been achieved. This review presentsthe scope and limitations of these methods according to reactiontype, specifically via ether modifications, elimination reactions,carbonyl olefinations, alcohol additions and carbon-oxygencoupling reactions. 1 Introduction 2 Modification of Ethers 2.1 Vinyl Ether Substrates 2.2 Allyl Ether Substrates 2.3 Acetylenic Ether Substrates 3 Elimination Reactions 3.1 Halide and Pseudohalide Leaving Groups 3.2 Alkoxide and Silyloxide Leaving Groups 3.3 Selenium Oxidation-Elimination 4 Olefination of Carbonyl Substrates 4.1 Phosphorus Reagents 4.2 Silicon Reagents 4.3 Sulfur Reagents 4.4 Metal Carbene Reagents 5 Addition of Alcohols 5.1 Alkyne Substrates 5.2 Dicarbonyl Substrates 6 Carbon-Oxygen Coupling Reactions 6.1 Palladium-Mediated Reactions 6.2 Copper-Mediated Reactions 7 Conclusion

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