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Amine-catalyzed Diels-Alder reactions of α,β-unsaturated ketones with dienophiles have been developed. Either (S)-1-(2-pyrrolidinylmethyl)pyrrolidine or l-proline catalyzed the in situ-generation and reaction of 2-amino-1,3-dienes to provide cyclohexanone derivatives in good yield (up to 87%) in one step with modest enantioselectivity.
A pyridoxal-mediated abzyme system for aldol and retro-aldol reactions is demonstrated. Antibody 1OH2 catalyzes the aldol and retro-aldol reactions of 4-acetamidobenzaldehyde and glycine to β-hydroxy α-amino acid, using pyridoxal 5'-phosphate as a cofactor.
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