The compound below was exposed to a palladium catalyst to produce a macrocycle (large ring). The macrocycle subsequently underwent a rearrangement to produce a fused hexacyclic (six-ring) structure. The ring system of the final product is one that is found in a number of polycyclic natural products. Draw the initial product of the palladium-catalyzed reaction, the final product, and a mechanism consistent with the rearrangement step. Include stereochemistry in your answer. SnBu, TIO Integrated Problem 23.67a x Your answer is incorrect. Draw the initial product of the palladium-catalyzed reaction::

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter17: Alcohols And Phenols
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Problem 71AP: A problem often encountered in the oxidation of primary alcohols to acids is that esters are...
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The compound below was exposed to a palladium catalyst to produce a macrocycle (large ring). The macrocycle subsequently
underwent a rearrangement to produce a fused hexacyclic (six-ring) structure. The ring system of the final product is one that is found
in a number of polycyclic natural products. Draw the initial product of the palladium-catalyzed reaction, the final product, and a
mechanism consistent with the rearrangement step.
Include stereochemistry in your answer.
SnBu,
TIO
Integrated Problem 23.67a
* Your answer is incorrect.
Draw the initial product of the palladium-catalyzed reaction:
Transcribed Image Text:The compound below was exposed to a palladium catalyst to produce a macrocycle (large ring). The macrocycle subsequently underwent a rearrangement to produce a fused hexacyclic (six-ring) structure. The ring system of the final product is one that is found in a number of polycyclic natural products. Draw the initial product of the palladium-catalyzed reaction, the final product, and a mechanism consistent with the rearrangement step. Include stereochemistry in your answer. SnBu, TIO Integrated Problem 23.67a * Your answer is incorrect. Draw the initial product of the palladium-catalyzed reaction:
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