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 Reactants 'N'+ tautomerization hydrolysis product neutral intermediate + H₂O

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
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Draw the two reactants.
Draw the hydrolysis product.
O
Transcribed Image Text:0 Draw the two reactants. Draw the hydrolysis product. O
Enamines can serve as enolate surrogates in reactions at the α-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
'N +
85
Reactants
tautomerization
hydrolysis
product
neutral intermediate
80
+
H₂O
Transcribed Image Text:Enamines can serve as enolate surrogates in reactions at the α-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 'N + 85 Reactants tautomerization hydrolysis product neutral intermediate 80 + H₂O
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