help and explain the synthesis:  A Norbornane Derivative Draw propenoic acid + ethanol + acid catalysis= intermediate 1 Draw intermediate 1 + cyclopentadiene + pressure= intermediate 2 Draw intermediate 2 + excess methyl magnesium bromide + mild hydronium workup = intermediate 3 Draw intermediate 3 + acid catlaysis and heat = intermediate 4 Draw intermediate 4 + hydrogen + Pd catalysis = norbornane derivative

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
Problem 28VC
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help and explain the synthesis:  A Norbornane Derivative

Draw propenoic acid + ethanol + acid catalysis= intermediate 1

Draw intermediate 1 + cyclopentadiene + pressure= intermediate 2

Draw intermediate 2 + excess methyl magnesium bromide + mild hydronium workup = intermediate 3

Draw intermediate 3 + acid catlaysis and heat = intermediate 4

Draw intermediate 4 + hydrogen + Pd catalysis = norbornane derivative

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