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Chemistry

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Organic Chemistry

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α-Carbon Chemistry: Enols, Enolates, and Enamines

Controlling Crossed Claisen Products

Description

Crossed Claisen condensations make β-dicarbonyl compounds by reacting two different esters under base-promoted conditions. These reactions can be useful in organic synthesis, but the choice of reagents strongly affects the product mix.

When both esters have α hydrogens, the reaction can give a mi...

Transcript

Claisen condensation between two different esters is termed crossed Claisen condensation.

If both esters contain α hydrogens, then four different types of ꞵ-ketoesters are formed. Of these, two are self-condensation products and the other two are crossed-condensation products.

A successful crossed Claisen condensation requires at l...

Tags

Crossed Claisen CondensationBeta Dicarbonyl CompoundsEster Enolate FormationSterically Hindered BaseAryl EstersFormate EstersKetone Ester ReactionLDA DeprotonationAlpha Hydrogen AbsenceOrganic Synthesis Process