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

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

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter8: Addition Via Carbocation

Section: Chapter Questions

Problem 8E

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