Reactions of Electron‐Rich Olefins

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Abstract
Olefins are normally preferentially attacked by electrophiles. This trend is strengthened in enol ethers and enamines, and is particularly pronounced in tetramethoxyethylene and in tetraaminoethylenes. These electron‐rich olefins are accordingly also excellent reducing agents. In their reactivity, therefore, they behave as counterparts of tetracyanoethylene. This compound shares with the electron‐rich olefins a strong tendency to undergo cycloadditions, the electron‐rich olefins adding particularly readily to electrophiles.