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Intramolecular reaction mixed Claisen condensation

The Claisen reaction is a carbonyl condensation that occurs between two ester components and gives a /3-keto ester product. Mixed Claisen condensations between two different esters are successful only when one of the two partners has no acidic a hydrogens (ethyl benzoate and ethyl formate, for instance) and thus can function only as the acceptor partner. Intramolecular Claisen condensations, called Dieckmann cyclization reactions, provide excellent syntheses of five- and six-membered cyclic /3-keto esters starting from 1,6- and 1,7-diesters. [Pg.965]

In Summary Claisen condensations are endothermic and therefore would not take place without a stoichiometric amount of base strong enough to deprotonate the resulting 3-ketoester. Mixed Claisen condensations between two esters are nonselective, unless they are intramolecular (Dieckmann condensation) or one of the components is devoid of a-hydrogens. Ketones also participate in selective mixed Claisen reactions because they are more acidic than esters. [Pg.1048]


See other pages where Intramolecular reaction mixed Claisen condensation is mentioned: [Pg.1331]    [Pg.963]    [Pg.1221]    [Pg.613]   
See also in sourсe #XX -- [ Pg.12 , Pg.104 ]




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Claisen condensation

Claisen condensation intramolecular

Claisen condensation mixed

Claisen reaction intramolecular

Condensation reaction Claisen

Condenser mixing

Intramolecular condensation

Mixed Claisen reaction

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