O-nucleophiles, addition

O Nucleophilic addition of a secondary amine to the ketone or aldehyde, followed by proton transfer from nitrogen to oxygen, yields an intermediate carbinolamine in the normal way. 

O Nucleophilic addition of hydroxide ion to the CN triple bond gives an imine anion addition product. 

O Nucleophilic addition of thiamin diphosphate (TPP) ylide to pyruvate gives an alcohol addition product. 

O Nucleophilic addition of alkoxide ion to an acid chloride yields a tetrahedral intermediate. 

O Nucleophilic addition of the peptide terminal amino group to phenyl isothiocyanate (PUC) gives an A/-phenylthiourea derivative. 

O Nucleophilic addition of coenzyme A to the keto group occurs, followed by a retro-Claisen condensation reaction. The products are acetyl CoA and a chain-shortened fatty acyl CoA. 

Enolate anions undei o nucleophilic addition to a carbon-carbon double bond if the double bond is conjugated with tbe carbonyl group of an aldehyde, a ketone, or an ester ... 

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