the dehydration of Aldol products to synthesize α, β unsaturated carbonyls (enones)
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21-11-2019
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Aldol Condensation: the dehydration of Aldol products to synthesize α, β unsaturated carbonyls (enones)
The products of aldol reactions often undergo a subsequent elimination of water, made up of an alpha-hydrogen and the beta-hydroxyl group. The product of this β
-elimination reaction is an α,β-unsaturated aldehyde or ketone. Base-catalyzed elimination occurs with heating. The additional stability provided by the conjugated carbonyl system of the product makes some aldol reactions thermodynamically driven and mixtures of stereoisomers (E & Z) are obtained from some reactions. Reactions in which a larger molecule is formed from smaller components, with the elimination of a very small by-product such as water, are termed Condensations. Hence, the following examples are properly referred to as aldol condensations. Overall the general reaction involves a dehydration of an aldol product to form an alkene:
Figure: General reaction for an aldol condensation
Going from reactants to products simply
Figure: The aldol condensatio example
Example 23.3.2: Aldol Condensation
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