Chapter 19. Aldehydes and Ketones: Nucleophilic Addition Reactions. Based on McMurry’s Organic Chemistry , 6 th edition. Aldehydes and Ketones. Aldehydes and ketones are characterized by the the carbonyl functional group (C=O)
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Based on McMurry’s Organic Chemistry, 6th edition
RNH2 adds to C=O to form imines, R2C=NR (after loss of HOH)
R2NH yields enamines, R2NCR=CR2 (after loss of HOH)
(ene + amine = unsaturated amine)
Note that overall reaction is substitution of RN for O
See Figure 19.11 for a mechanism
Enzymes are chiral and the reactions are stereospecific. The stereochemistry depends on the particular enzyme involved.