Cross Aldol Condensation

Rarely Tested

Under base catalysis (NaOH, LDA), one carbonyl without Ξ±-H (e.g., benzaldehyde) acts as electrophile and one with Ξ±-H as nucleophile:

$$ R-CHO + R'CH_2COR'' \rightarrow R-CH(OH)-CH(R')-COR'' $$
$$ R-CH(OH)-CH(R')-COR'' \rightarrow R-CH=CH(R')-COR'' + H_2O $$

(1) Aldol addition
(2) Dehydration (heat)

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