mar_05 - 3/5/2010 Give the reactant that would give the...

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3/5/2010 1 Give the reactant that would give the following aldol product. aldol reaction OH H 2 O O O OH O H (A) (B) (D) (F) (C) (E) Give the reactant that would give the following aldol product. aldol reaction OH H 2 O O O OH O H (A) (B) (D) (F) (C) (E) Give the reactant that would give the following aldol product. aldol reaction OH H 2 O O O OH O H O H O OH HO H O H O H OH How could the dialdehyde be prepared? aldol reaction OH H 2 O O O OH O H ? Can the aldol reaction be catalyzed by acid? aldol reaction H 2 O O OH H O H O H O O H H O H O enols are less reactive than enolate ions enols are nucleophiles Can the aldol reaction be catalyzed by acid? aldol reaction H 2 O O OH H O H O H O H H O H O H O H H more reactive electrophile than: less reactive nucleophile than: O O H
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3/5/2010 2 O OH Why are aldols unstable when warmed in the presence of either acid or base? O H or OH O H or O O H H = HO = very poor leaving group O O H very stable anion O OH H H 2 O HEAT O O H H H O OH 2 H H 2 O H H 2O = bonds adjacent to C=O
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mar_05 - 3/5/2010 Give the reactant that would give the...

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