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Cycloalkenes: Syntheses

Birch reduction

Birch reduction

The 1,4-reduction of aromatic compounds to the corresponding unconjugated cyclohexadienes by alkali metals dissolved in liquid ammonia in the presence of an alcohol is called Birch reduction. The reaction proceeds via a one-electron transition mechanism.

Diels-Alder reaction

Diels-Alder reaction

The cycloaddition of a conjugated diene and an alkene leads to a cycloalkene. In this reaction, participating bonds are broken and new bonds are simultaneously formed .

Cyclization reactions

Catalytic cyclizations

Cyclooctatetraene or cyclodeca-1,5-diene, for example, can be synthesized using specific metal catalysts.

Electrocyclic reaction

Electrocyclic ring closure

Conjugated double-bond systems can be cyclized in a reversible reaction either by heating or using photolysis.

Intramolecular McMurry reaction

McMurry reaction

The reductive coupling of carbonyl compounds to form the corresponding alkenes is known as McMurry reaction. If both carbonyl compounds are in the same molecule and the distance between them is long enough, cycloalkenes are formed in an intramolecular reaction.

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