Synthetic Control by Internal Interaction. The Intramolecular Diels-Alder Reactions of Furan Derivatives and α, β-Unsaturated Amides

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Abstract
An efficient method for the acceleration of the intramolecular Diels-Alder reaction was established utilizing the internal interaction—the internal hydrogen bonding and the internal coordination of a magnesium salt. The intramolecular Diels-Alder reaction between nitrofuran derivatives and various acrylic acid derivatives give good yields of the cycloadducts when internal hydrogen bonding is present. When cyclic α,β-unsaturated amides are employed as dienophile, the corresponding cycloadducts are obtained in high yield utilizing internal coordination of a magnesium salt.

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