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 zwitterion and its neutral tautomer – are shown. Draw the structures of the two reactants forming these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate. initial zwitterionic intermediate neutral intermediate tautomerization Reactants H20 hydrolysis product Draw the two reactants. Draw the hydrolysis product.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter18: Ethers And Epoxides; Thiols And Sulfides
Section18.SE: Something Extra
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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 zwitterion and its neutral tautomer – are shown. Draw the structures of the two reactants forming
these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate.
initial zwitterionic intermediate
neutral intermediate
tautomerization
Reactants
H20
hydrolysis
product
Draw the two reactants.
Draw the hydrolysis product.
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 zwitterion and its neutral tautomer – are shown. Draw the structures of the two reactants forming these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate. initial zwitterionic intermediate neutral intermediate tautomerization Reactants H20 hydrolysis product Draw the two reactants. Draw the hydrolysis product.
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