Organic Chemistry (8th Edition)

Published by Pearson
ISBN 10: 0321768418
ISBN 13: 978-0-32176-841-4

Chapter 8 - Reactions of Alkenes - Study Problems - Page 386: 8-46 f

Answer

The 1,2-dimethylcyclohexene can be converted into the product in 8-46(c) and then $KO- t-Bu_2$ can be used to synthesize the desired product.

Work Step by Step

$Br_2$ adds trans Br across the double bond. Then $KO- t-Bu_2$ can be used to do E2 and form the double bonds by kicking out the bromines.
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