2. Provide a mechanism for the reaction ("the hiking deuterium atom") below. This problem may look hard or strange as it seems as if the deuterium "hikes" around the rings, but the D atom is not involved in any of the steps. This reaction was in fact reported in the literature. Hints: There are 2 electrocyclic reactions. Start with the opening of the four-membered ring and pay close attention to the configuration of the new C=C bonds. Н. D H heat H... D

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2. Provide a mechanism for the reaction ("the hiking deuterium atom") below. This
problem may look hard or strange as it seems as if the deuterium "hikes" around the
rings, but the D atom is not involved in any of the steps. This reaction was in fact
reported in the literature. Hints: There are 2 electrocyclic reactions. Start with the
opening of the four-membered ring and pay close attention to the configuration of the
new C=C bonds.
H
heat
D
Transcribed Image Text:2. Provide a mechanism for the reaction ("the hiking deuterium atom") below. This problem may look hard or strange as it seems as if the deuterium "hikes" around the rings, but the D atom is not involved in any of the steps. This reaction was in fact reported in the literature. Hints: There are 2 electrocyclic reactions. Start with the opening of the four-membered ring and pay close attention to the configuration of the new C=C bonds. H heat D
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