An enamine, R2C=C-NR2, behaves as a nucleophile in much the same way that an enolate anion does. This is Nucleophilic character because an enamine has resonance structures similar to those observed for an enolate anion, as shown here. With this in mind, draw the complete mechanism for the following reaction, and provide the structure of the missing intermediate. H3C. CH3 ? H,O/HO + H3C. .CH3 N. H2 +
An enamine, R2C=C-NR2, behaves as a nucleophile in much the same way that an enolate anion does. This is Nucleophilic character because an enamine has resonance structures similar to those observed for an enolate anion, as shown here. With this in mind, draw the complete mechanism for the following reaction, and provide the structure of the missing intermediate. H3C. CH3 ? H,O/HO + H3C. .CH3 N. H2 +
Chapter17: Alcohols And Phenols
Section17.SE: Something Extra
Problem 30MP
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Transcribed Image Text:An enamine, R2C=C-NR2, behaves as a nucleophile in
much the same way that an enolate anion does. This is
Nucleophilic character
because an enamine has resonance structures similar to
those observed for an enolate anion, as shown here. With
this in mind, draw the complete mechanism for the
following reaction, and provide the structure of the
missing intermediate.
H3C.
CH3
?
H,O/HO
+ H3C.
.CH3
N.
H2
+
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