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.

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.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.37P

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