The following reaction is known to involve enamine formation between the amine catalyst and the carbonyl marked

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The following reaction is known to involve enamine formation between the amine catalyst and the carbonyl marked with an asterisk (*).CH3 CH3 CH,CO,H X (an enamine) HO, HO CH3

Draw a curved-arrow mechanism for this reaction, using the following steps as your guide.

(a) Begin your mechanism by showing the formation of enamine X.

(b) Complete the mechanism by showing the acid-catalyzed aldol condensation of the enamine that forms the ring.

(c) Draw the hydrolysis mechanism for the reaction that gives the ketone and regenerates the catalyst.

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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