15.18 : Dehydration of Aldols to Enones: Acid-Catalyzed Aldol Condensation
As shown in Figure 1, under acidic conditions, the ÃÂò-hydroxy ketone undergoes dehydration via an E1 elimination reaction to form an enone.
Figure 1. The dehydration reaction of a ÃÂò-hydroxy ketone.
Figure 2 depicts the sequential processes involved in the mechanism of the reaction. Here, the acid protonates the hydroxyl group in the ÃÂò-hydroxy ketone to form a hydrated hydroxyl group, which then departs to form a tertiary carbocation intermediate. Subsequently, the loss of the hydrogen atom from the ÃÂñ carbon yields an enone as the final product.
Figure 2. The mechanism of the dehydration reaction of a ÃÂò-hydroxy ketone.
장에서 15:
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