Enamines can serve as enolate surrogates in reactions at the a-carbon. In the reaction sequence, the structures of the enamine addition product – the initial iminium and its neutral tautomer – are shown. Draw the structures of the enamine and alkyl bromide reactants that would combine to form these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate. iminium intermediate neutral intermediate 'N tautomerization Reactants H2O hydrolysis product Draw the enamine and alkyl bromide reactants. Draw the hydrolysis product.

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Enamines can serve as enolate surrogates in reactions at the a-carbon. In the reaction sequence, the structures of the enamine
addition product – the initial iminium and its neutral tautomer – are shown. Draw the structures of the enamine and alkyl
bromide reactants that would combine to form these intermediates, and draw the structure of the final product, obtained via
hydrolysis of the neutral intermediate.
iminium intermediate
neutral intermediate
tautomerization
N.
Reactants
H20
hydrolysis
product
Draw the enamine and alkyl bromide reactants.
Draw the hydrolysis product.
ZI
Transcribed Image Text:Enamines can serve as enolate surrogates in reactions at the a-carbon. In the reaction sequence, the structures of the enamine addition product – the initial iminium and its neutral tautomer – are shown. Draw the structures of the enamine and alkyl bromide reactants that would combine to form these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate. iminium intermediate neutral intermediate tautomerization N. Reactants H20 hydrolysis product Draw the enamine and alkyl bromide reactants. Draw the hydrolysis product. ZI
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